{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T20:09:30Z","timestamp":1760299770566},"reference-count":110,"publisher":"Pharmaceutical Society of Japan","issue":"1","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chem. Pharm. Bull.","CHEMICAL &amp; PHARMACEUTICAL BULLETIN"],"published-print":{"date-parts":[[2018]]},"DOI":"10.1248\/cpb.c17-00795","type":"journal-article","created":{"date-parts":[[2017,12,31]],"date-time":"2017-12-31T22:21:13Z","timestamp":1514758873000},"page":"1-19","source":"Crossref","is-referenced-by-count":19,"title":["Creation of Novel Toxic Gas Surrogates and the Development of Safe and Facile Catalytic Reactions"],"prefix":"10.1248","volume":"66","author":[{"given":"Hideyuki","family":"Konishi","sequence":"first","affiliation":[{"name":"School of Pharmaceutical Sciences, University of Shizuoka"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"163","reference":[{"key":"1","unstructured":"1) Weissermel K., Arpe H.-J., \u201cIndustrial Organic Chemistry,\u201d Wiley-VCH, Weinheim, 2008."},{"key":"2","unstructured":"2) \u201cC-1 Building Blocks in Organic Synthesis,\u201d ed. by van Leeuwen P. W. N. M., Thieme, Stuttgart, 2014."},{"key":"3","unstructured":"3) For a selected review, see: El Ali B., Alper H., \u201cTransition Metals for Organic Synthesis, 2nd ed.,\u201d ed. by Beller M., Bolm C., Wiley-VCH, Weinheim, 2004, pp. 113\u2013132."},{"key":"4","unstructured":"4) For a selected review, see: Brennf\u00fchrer A., Neumann H., Beller M., <i>ChemCatChem<\/i>, <b>1<\/b>, 28\u201341 (2009)."},{"key":"5","unstructured":"5) For a selected review, see: Ryu I., <i>Chem. Soc. Rev.<\/i>, <b>30<\/b>, 16\u201325 (2001)."},{"key":"6","unstructured":"6) For a selected review, see: Liu Q., Zhang H., Lei A., <i>Angew. Chem. Int. Ed.<\/i>, <b>50<\/b>, 10788\u201310799 (2011)."},{"key":"7","unstructured":"7) For a selected review, see: Shen C., Wu X.-F., <i>Chem. Eur. J.<\/i>, <b>23<\/b>, 2973\u20132987 (2017)."},{"key":"8","unstructured":"8) For a selected review, see: Pi\u00e9plu A., Saur O., Lavalley J.-C., Legendre O., N\u00e9dez C., <i>Catal. Rev., Sci. Eng.<\/i>, <b>40<\/b>, 409\u2013450 (1998)."},{"key":"9","unstructured":"9) For a selected review, see: Eow J. S., <i>Environ. Prog. Sustain. Energy<\/i>, <b>21<\/b>, 143\u2013162 (2002)."},{"key":"10","unstructured":"10) Louie D. K., \u201cHandbook of Sulfuric Acid Manufacturing,\u201d DKL, Thornhill, 1961."},{"key":"11","unstructured":"11) For a selected review on CO surrogates, see: Morimoto T., Kakiuchi K., <i>Angew. Chem. Int. Ed.<\/i>, <b>43<\/b>, 5580\u20135588 (2004)."},{"key":"12","unstructured":"12) For a selected review on CO surrogates, see: Wu L., Liu Q., Jackstell R., Beller M., <i>Angew. Chem. Int. Ed.<\/i>, <b>53<\/b>, 6310\u20136320 (2014)."},{"key":"13","unstructured":"13) For a selected review on CO surrogates, see: Gautam P., Bhanage B. M., <i>Catal. Sci. Technol.<\/i>, <b>10<\/b>, 4663\u20134702 (2015)."},{"key":"14","doi-asserted-by":"crossref","unstructured":"14) It is noted that some compounds named CO-releasing molecules (CORMs) have been developed and utilized for therapeutic research. For a selected review, see: Garc\u00eda-Gallego S., Bernardes G. J. L., <i>Angew. Chem. Int. Ed.<\/i>, <b>53<\/b>, 9712\u20139721 (2014).","DOI":"10.1002\/anie.201311225"},{"key":"15","doi-asserted-by":"crossref","unstructured":"15) Bisseret P., Blanchard N., <i>Org. Biomol. Chem.<\/i>, <b>11<\/b>, 5393\u20135398 (2013).","DOI":"10.1039\/c3ob40997j"},{"key":"16","doi-asserted-by":"crossref","unstructured":"16) For a selected review on SO<sub>2<\/sub> surrogates, see: Emmett E. J., Willis M. C., <i>Asian J. Org. Chem.<\/i>, <b>4<\/b>, 602\u2013611 (2015).","DOI":"10.1002\/ajoc.201500103"},{"key":"17","doi-asserted-by":"crossref","unstructured":"17) For a selected review on SO<sub>2<\/sub> surrogates, see: Liu G., Fan C., Wu J., <i>Org. Biomol. Chem.<\/i>, <b>13<\/b>, 1592\u20131599 (2015).","DOI":"10.1039\/C4OB02139H"},{"key":"18","doi-asserted-by":"crossref","unstructured":"18) For a selected review on hydrogen cyanide surrogates, see: Gregory R. J. H., <i>Chem. Rev.<\/i>, <b>99<\/b>, 3649\u20133682 (1999).","DOI":"10.1021\/cr9902906"},{"key":"19","doi-asserted-by":"crossref","unstructured":"19) For a selected example on the reaction using an ammonia surrogate, see: Grigg R., Akkarasamiyo S., Chuanopparat N., Elboray E. E., Aly M. F., Abbas-Temirek H. H., Kongkathip B., Kongkathip N., <i>Chem. Commun.<\/i>, <b>49<\/b>, 2007\u20132009 (2013).","DOI":"10.1039\/c3cc00067b"},{"key":"20","doi-asserted-by":"crossref","unstructured":"20) For a selected example on the reaction using a monosilane surrogate, see: Simonneau A., Oestreich M., <i>Nat. Chem.<\/i>, <b>7<\/b>, 816\u2013822 (2015).","DOI":"10.1038\/nchem.2329"},{"key":"21","doi-asserted-by":"crossref","unstructured":"21) For a selected example on the reaction using a chlorine surrogate, see: Schlama T., Gabriel K., Gouverneur V., Mioskowski C., <i>Angew. Chem. Int. Ed. Engl.<\/i>, <b>36<\/b>, 2342\u20132344 (1997).","DOI":"10.1002\/anie.199723421"},{"key":"22","doi-asserted-by":"crossref","unstructured":"22) Konishi H., Manabe K., <i>Synlett<\/i>, <b>25<\/b>, 1971\u20131986 (2014).","DOI":"10.1055\/s-0033-1339136"},{"key":"23","unstructured":"23) Konishi H., Manabe K., <i>Farumashia<\/i>, <b>50<\/b>, 310\u2013314 (2014)."},{"key":"24","doi-asserted-by":"crossref","unstructured":"24) Konishi H., Manabe K., <i>J. Synth. Org. Chem. Jpn.<\/i>, <b>73<\/b>, 911\u2013922 (2015).","DOI":"10.5059\/yukigoseikyokaishi.73.911"},{"key":"25","unstructured":"25) For a selected review, see: Liu B., Hu F., Shi B.-F., <i>ACS Catal.<\/i>, <b>5<\/b>, 1863\u20131881 (2015)."},{"key":"26","doi-asserted-by":"crossref","unstructured":"26) Reppe W., Kr\u00f6per H., <i>Justus Liebigs Ann. Chem.<\/i>, <b>582<\/b>, 38\u201371 (1953).","DOI":"10.1002\/jlac.19535820103"},{"key":"27","doi-asserted-by":"crossref","unstructured":"27) Franke R., Selent D., B\u00f6rner A., <i>Chem. Rev.<\/i>, <b>112<\/b>, 5675\u20135732 (2012).","DOI":"10.1021\/cr3001803"},{"key":"28","doi-asserted-by":"crossref","unstructured":"28) Isnard P., Denise B., Sneeden R. P., Cognion J. M., Durual P., <i>J. Organomet. Chem.<\/i>, <b>256<\/b>, 135\u2013139 (1983).","DOI":"10.1016\/S0022-328X(00)99305-7"},{"key":"29","doi-asserted-by":"crossref","unstructured":"29) Ko S., Na Y., Chang S., <i>J. Am. Chem. Soc.<\/i>, <b>124<\/b>, 750\u2013751 (2002).","DOI":"10.1021\/ja017076v"},{"key":"30","doi-asserted-by":"crossref","unstructured":"30) Wang L., Floreancig P. E., <i>Org. Lett.<\/i>, <b>6<\/b>, 4207\u20134210 (2004).","DOI":"10.1021\/ol048378f"},{"key":"31","doi-asserted-by":"crossref","unstructured":"31) Li B., Lee S., Shin K., Chang S., <i>Org. Lett.<\/i>, <b>16<\/b>, 2010\u20132013 (2014).","DOI":"10.1021\/ol500579n"},{"key":"32","doi-asserted-by":"crossref","unstructured":"32) Armanino N., Lafrance M., Carreira E. M., <i>Org. Lett.<\/i>, <b>16<\/b>, 572\u2013575 (2014).","DOI":"10.1021\/ol4034463"},{"key":"33","doi-asserted-by":"crossref","unstructured":"33) Yokota K., Tatamidani H., Fukumoto Y., Chatani N., <i>Org. Lett.<\/i>, <b>5<\/b>, 4329\u20134331 (2003).","DOI":"10.1021\/ol035582e"},{"key":"34","doi-asserted-by":"crossref","unstructured":"34) Li J., Chang W., Ren W., Dai J., Shi Y., <i>Org. Lett.<\/i>, <b>18<\/b>, 5456\u20135459 (2016).","DOI":"10.1021\/acs.orglett.6b02467"},{"key":"35","doi-asserted-by":"crossref","unstructured":"35) Katafuchi Y., Fujihara T., Iwai T., Terao J., Tsuji Y., <i>Adv. Synth. Catal.<\/i>, <b>353<\/b>, 475\u2013482 (2011).","DOI":"10.1002\/adsc.201000750"},{"key":"36","doi-asserted-by":"crossref","unstructured":"36) Konishi H., Ueda T., Muto T., Manabe K., <i>Org. Lett.<\/i>, <b>14<\/b>, 4722\u20134725 (2012).","DOI":"10.1021\/ol301850y"},{"key":"37","doi-asserted-by":"crossref","unstructured":"37) Profir I., Beller M., Fleischer I., <i>Org. Biomol. Chem.<\/i>, <b>12<\/b>, 6972\u20136976 (2014).","DOI":"10.1039\/C4OB01246A"},{"key":"38","doi-asserted-by":"crossref","unstructured":"38) Kim D.-S., Park W.-J., Lee C.-H., Jun C.-H., <i>J. Org. Chem.<\/i>, <b>79<\/b>, 12191\u201312196 (2014).","DOI":"10.1021\/jo501828j"},{"key":"39","doi-asserted-by":"crossref","unstructured":"39) Konishi H., Muto T., Ueda T., Yamada Y., Yamaguchi M., Manabe K., <i>ChemCatChem<\/i>, <b>7<\/b>, 836\u2013845 (2015).","DOI":"10.1002\/cctc.201402986"},{"key":"40","doi-asserted-by":"crossref","unstructured":"40) Wang H., Dong B., Wang Y., Li J., Shi Y., <i>Org. Lett.<\/i>, <b>16<\/b>, 186\u2013189 (2014).","DOI":"10.1021\/ol403171p"},{"key":"41","doi-asserted-by":"crossref","unstructured":"41) Armanino N., Carreira E. M., <i>J. Am. Chem. Soc.<\/i>, <b>135<\/b>, 6814\u20136817 (2013).","DOI":"10.1021\/ja4026787"},{"key":"42","doi-asserted-by":"crossref","unstructured":"42) Donets P. A., Cramer N., <i>J. Am. Chem. Soc.<\/i>, <b>135<\/b>, 11772\u201311775 (2013).","DOI":"10.1021\/ja406730t"},{"key":"43","doi-asserted-by":"crossref","unstructured":"43) Li B., Park Y., Chang S., <i>J. Am. Chem. Soc.<\/i>, <b>136<\/b>, 1125\u20131131 (2014).","DOI":"10.1021\/ja411913e"},{"key":"44","doi-asserted-by":"crossref","unstructured":"44) Jenner G., Nahmed E. M., Leismann H., <i>J. Organomet. Chem.<\/i>, <b>387<\/b>, 315\u2013321 (1990).","DOI":"10.1016\/0022-328X(90)87180-L"},{"key":"45","doi-asserted-by":"crossref","unstructured":"45) Schoenberg A., Heck R. F., <i>J. Am. Chem. Soc.<\/i>, <b>96<\/b>, 7761\u20137764 (1974).","DOI":"10.1021\/ja00832a024"},{"key":"46","unstructured":"46) The Pd-catalyzed decarbonylation of phenyl formate has been reported: see ref. 35."},{"key":"47","doi-asserted-by":"crossref","unstructured":"47) Ueda T., Konishi H., Manabe K., <i>Org. Lett.<\/i>, <b>14<\/b>, 3100\u20133103 (2012).","DOI":"10.1021\/ol301192s"},{"key":"48","doi-asserted-by":"crossref","unstructured":"48) Morgan J. S., <i>J. Chem. Soc. Trans.<\/i>, <b>109<\/b>, 274\u2013283 (1916).","DOI":"10.1039\/CT9160900274"},{"key":"49","doi-asserted-by":"crossref","unstructured":"49) Popova G. Y., Zakharov I. I., Andrushkevich T. V., <i>React. Kinet. Catal. Lett.<\/i>, <b>66<\/b>, 251\u2013256 (1999).","DOI":"10.1007\/BF02475798"},{"key":"50","unstructured":"50) Most reactions involving formic acid require its <i>in-situ<\/i>-transformation to an acid anhydride or a formate salt for use as a CO surrogate. For a review, see: Cao J., Zheng Z.-J., Xu Z., Xu L.-W., <i>Coord. Chem. Rev.<\/i>, <b>336<\/b>, 43\u201353 (2017)."},{"key":"51","doi-asserted-by":"crossref","unstructured":"51) Wan Y., Alterman M., Larhed M., Hallberg A., <i>J. Org. Chem.<\/i>, <b>67<\/b>, 6232\u20136235 (2002).","DOI":"10.1021\/jo025965a"},{"key":"52","doi-asserted-by":"crossref","unstructured":"52) Grushin V. V., Alper H., <i>Organometallics<\/i>, <b>12<\/b>, 3846\u20133850 (1993).","DOI":"10.1021\/om00034a016"},{"key":"53","doi-asserted-by":"crossref","unstructured":"53) Okano T., Kobayashi T., Konishi H., Kiji J., <i>Tetrahedron Lett.<\/i>, <b>23<\/b>, 4967\u20134968 (1982).","DOI":"10.1016\/S0040-4039(00)85762-7"},{"key":"54","doi-asserted-by":"crossref","unstructured":"54) Morimoto T., Fuji K., Tsutsumi K., Kakiuchi K., <i>J. Am. Chem. Soc.<\/i>, <b>124<\/b>, 3806\u20133807 (2002).","DOI":"10.1021\/ja0126881"},{"key":"55","doi-asserted-by":"crossref","unstructured":"55) Shibata T., Toshida N., Takagi K., <i>Org. Lett.<\/i>, <b>4<\/b>, 1619\u20131621 (2002).","DOI":"10.1021\/ol025836g"},{"key":"56","unstructured":"56) For a selected review, see: Morimoto T., Fujioka M., Fuji K., Tsutsumi K., Kakiuchi K., <i>Pure Appl. Chem.<\/i>, <b>80<\/b>, 1079\u20131087 (2008)."},{"key":"57","unstructured":"57) For a selected review, see: Odell L. R., Russo F., Larhed M., <i>Synlett<\/i>, <b>23<\/b>, 685\u2013698 (2012)."},{"key":"58","doi-asserted-by":"crossref","unstructured":"58) Hermange P., Lindhardt A. T., Taaning R. H., Bjerglund K., Lupp D., Skrydstrup T., <i>J. Am. Chem. Soc.<\/i>, <b>133<\/b>, 6061\u20136071 (2011).","DOI":"10.1021\/ja200818w"},{"key":"59","doi-asserted-by":"crossref","unstructured":"59) Friis S. D., Taaning R. H., Lindhardt A. T., Skrydstrup T., <i>J. Am. Chem. Soc.<\/i>, <b>133<\/b>, 18114\u201318117 (2011).","DOI":"10.1021\/ja208652n"},{"key":"60","doi-asserted-by":"crossref","unstructured":"60) Carpentier J.-F., Castanet Y., Brocard J., Mortreux A., Petit F., <i>Tetrahedron Lett.<\/i>, <b>32<\/b>, 4705\u20134708 (1991).","DOI":"10.1016\/S0040-4039(00)92287-1"},{"key":"61","unstructured":"61) For a selected review, see: Kiss G., <i>Chem. Rev.<\/i>, <b>101<\/b>, 3435\u20133456 (2001)."},{"key":"62","unstructured":"62) For a selected review, see: Brennf\u00fchrer A., Neumann H., Beller M., <i>Angew. Chem. Int. Ed.<\/i>, <b>48<\/b>, 4114\u20134133 (2009)."},{"key":"63","doi-asserted-by":"crossref","unstructured":"63) Grigg R., Mutton S. P., <i>Tetrahedron<\/i>, <b>66<\/b>, 5515\u20135548 (2010).","DOI":"10.1016\/j.tet.2010.03.090"},{"key":"64","unstructured":"64) Tsuji and colleagues also reported the Pd-catalyzed carbonylation of aryl halides using aryl formates without a CO gas. See: Fujihara T., Hosoki T., Katafuchi Y., Iwai T., Terao J., Tsuji Y., <i>Chem. Commun.<\/i>, <b>48<\/b>, 8012\u20138014 (2012)."},{"key":"65","doi-asserted-by":"crossref","unstructured":"65) Ueda T., Konishi H., Manabe K., <i>Tetrahedron Lett.<\/i>, <b>53<\/b>, 5171\u20135175 (2012).","DOI":"10.1016\/j.tetlet.2012.07.057"},{"key":"66","doi-asserted-by":"crossref","unstructured":"66) Reeves D. C., Rodriguez S., Lee H., Haddad N., Krishnamurthy D., Senanayake C. H., <i>Org. Lett.<\/i>, <b>13<\/b>, 2495\u20132497 (2011).","DOI":"10.1021\/ol200744s"},{"key":"67","doi-asserted-by":"crossref","unstructured":"67) Konishi H., Hoshino F., Manabe K., <i>Chem. Pharm. Bull.<\/i>, <b>64<\/b>, 1438\u20131441 (2016).","DOI":"10.1248\/cpb.c16-00486"},{"key":"68","unstructured":"68) For a selected review on axially chiral acid catalysts for enantioselective reactions, see: Terada M., <i>Chem. Commun.<\/i>, <b>2008<\/b>, 4097\u20134112 (2008)."},{"key":"69","doi-asserted-by":"crossref","unstructured":"69) For a selected review on axially chiral hydrogen-bonding catalysts for enantioselective reactions, see: Schenker S., Zamfir A., Freund M., Tsogoeva S. B., <i>Eur. J. Org. Chem.<\/i>, <b>2011<\/b>, 2209\u20132222 (2011).","DOI":"10.1002\/ejoc.201001538"},{"key":"70","doi-asserted-by":"crossref","unstructured":"70) For a selected review on axially chiral phase-transfer catalysts for enantioselective reactions, see: Maruoka K., <i>Pure Appl. Chem.<\/i>, <b>84<\/b>, 1575\u20131585 (2012).","DOI":"10.1351\/PAC-CON-11-09-31"},{"key":"71","doi-asserted-by":"crossref","unstructured":"71) Ohta T., Ito M., Inagaki K., Takaya H., <i>Tetrahedron Lett.<\/i>, <b>34<\/b>, 1615\u20131616 (1993).","DOI":"10.1016\/0040-4039(93)85022-O"},{"key":"72","doi-asserted-by":"crossref","unstructured":"72) Egami H., Sato K., Asada J., Kawato Y., Hamashima Y., <i>Tetrahedron<\/i>, <b>71<\/b>, 6384\u20136388 (2015).","DOI":"10.1016\/j.tet.2015.05.041"},{"key":"73","doi-asserted-by":"crossref","unstructured":"73) van Es A., Stevens W., <i>Recl. Trav. Chim. Pays Bas<\/i>, <b>84<\/b>, 1247\u20131252 (1965).","DOI":"10.1002\/recl.19650841003"},{"key":"74","doi-asserted-by":"crossref","unstructured":"74) Ueda T., Konishi H., Manabe K., <i>Org. Lett.<\/i>, <b>14<\/b>, 5370\u20135373 (2012).","DOI":"10.1021\/ol302593z"},{"key":"75","unstructured":"75) Konishi H., Matsubara M., Mori K., Tokiwa T., Arulmozhiraja S., Yamamoto Y., Ishikawa Y., Hashimoto H., Shigeta Y., Tokiwa H., Manabe K., <i>Adv. Synth. Catal.<\/i>, Accepted Article (DOI: 10.1002\/adsc.201700751)."},{"key":"76","doi-asserted-by":"crossref","unstructured":"76) Ozawa F., Soyama H., Yanagihara H., Aoyama I., Takino H., Izawa K., Yamamoto T., Yamamoto A., <i>J. Am. Chem. Soc.<\/i>, <b>107<\/b>, 3235\u20133245 (1985).","DOI":"10.1021\/ja00297a033"},{"key":"77","doi-asserted-by":"crossref","unstructured":"77) Misumi Y., Ishii Y., Hidai M., <i>Organometallics<\/i>, <b>14<\/b>, 1770\u20131775 (1995).","DOI":"10.1021\/om00004a033"},{"key":"78","doi-asserted-by":"crossref","unstructured":"78) Ashfield L., Barnard C. F. J., <i>Org. Process Res. Dev.<\/i>, <b>11<\/b>, 39\u201343 (2007).","DOI":"10.1021\/op060193w"},{"key":"79","doi-asserted-by":"crossref","unstructured":"79) Cacchi S., Fabrizi G., Goggiamani A., <i>Org. Lett.<\/i>, <b>5<\/b>, 4269\u20134272 (2003).","DOI":"10.1021\/ol0354371"},{"key":"80","doi-asserted-by":"crossref","unstructured":"80) Ueda T., Konishi H., Manabe K., <i>Angew. Chem. Int. Ed.<\/i>, <b>52<\/b>, 8611\u20138615 (2013).","DOI":"10.1002\/anie.201303926"},{"key":"81","unstructured":"81) Chiyomaru I., Yoshinaga E., Ito H., Japanese Patent, JP 48008500 (1973)."},{"key":"82","doi-asserted-by":"crossref","unstructured":"82) Cochet T., Bellosta V., Greiner A., Roche D., Cossy J., <i>Synlett<\/i>, <b>2011<\/b>, 1920\u20131922 (2011).","DOI":"10.1055\/s-0030-1260951"},{"key":"83","doi-asserted-by":"crossref","unstructured":"83) Bertho J.-N., Loffet A., Pinel C., Reuther F., Sennyey G., <i>Tetrahedron Lett.<\/i>, <b>32<\/b>, 1303\u20131306 (1991).","DOI":"10.1016\/S0040-4039(00)79651-1"},{"key":"84","doi-asserted-by":"crossref","unstructured":"84) Sakakura T., Chaisupakitsin M., Hayashi T., Tanaka M., <i>J. Organomet. Chem.<\/i>, <b>334<\/b>, 205\u2013211 (1987).","DOI":"10.1016\/0022-328X(87)80050-5"},{"key":"85","doi-asserted-by":"crossref","unstructured":"85) Okano T., Harada N., Kiji J., <i>Bull. Chem. Soc. Jpn.<\/i>, <b>65<\/b>, 1741\u20131743 (1992).","DOI":"10.1246\/bcsj.65.1741"},{"key":"86","doi-asserted-by":"crossref","unstructured":"86) Ueda T., Konishi H., Manabe K., <i>Org. Lett.<\/i>, <b>15<\/b>, 5370\u20135373 (2013).","DOI":"10.1021\/ol4026815"},{"key":"87","doi-asserted-by":"crossref","unstructured":"87) Konishi H., Nagase H., Manabe K., <i>Chem. Commun.<\/i>, <b>51<\/b>, 1854\u20131857 (2015).","DOI":"10.1039\/C4CC09413A"},{"key":"88","doi-asserted-by":"crossref","unstructured":"88) Mori M., Chiba K., Ban Y., <i>J. Org. Chem.<\/i>, <b>43<\/b>, 1684\u20131687 (1978).","DOI":"10.1021\/jo00403a013"},{"key":"89","unstructured":"89) For a selected review, see: El Ali B., Alper H., <i>Synlett<\/i>, <b>2000<\/b>, 161\u2013171 (2000)."},{"key":"90","unstructured":"90) For a selected review, see: Wu X.-F., Neumann H., Beller M., <i>Chem. Rev.<\/i>, <b>113<\/b>, 1\u201335 (2013)."},{"key":"91","doi-asserted-by":"crossref","unstructured":"91) Konishi H., Ueda T., Manabe K., <i>Org. Synth.<\/i>, <b>91<\/b>, 39\u201351 (2014).","DOI":"10.1002\/0471264229.os091.04"},{"key":"92","doi-asserted-by":"crossref","unstructured":"92) Konishi H., Fukuda M., Ueda T., Manabe K., <i>Org. Synth.<\/i>, <b>94<\/b>, 66\u201376 (2017).","DOI":"10.15227\/orgsyn.094.0066"},{"key":"93","unstructured":"93) For a selected review, see: Drews J., <i>Science<\/i>, <b>287<\/b>, 1960\u20131964 (2000)."},{"key":"94","unstructured":"94) For a selected review, see: Smith D. A., Jones R. M., <i>Curr. Opin. Drug Discov. Devel.<\/i>, <b>11<\/b>, 72\u201379 (2008)."},{"key":"95","unstructured":"95) Anderson K. K., \u201cSulfonic Acids and Their Derivatives in Comprehensive Organic Chemistry,\u201d Vol. 3, ed. by Barton D. H. R., Ollis W. D., Jones D. N., Pergamon Press, Oxford, 1979, pp. 331\u2013350."},{"key":"96","unstructured":"96) For a selected example, see: Percec V., Bera T. K., De B. B., Sanai Y., Smith J., Holerca M. N., Bardoiu B., Grubbs R. B., Fr\u00e9chet M. J., <i>J. Org. Chem.<\/i>, <b>66<\/b>, 2104\u20132117 (2001)."},{"key":"97","doi-asserted-by":"crossref","unstructured":"97) For a review on Pd-catralyzed reactions using an SO<sub>2<\/sub> gas, see: Pelzer G., Herwig J., Keim W., Goddard R., <i>Russ. Chem. Bull.<\/i>, <b>47<\/b>, 904\u2013913 (1998).","DOI":"10.1007\/BF02498159"},{"key":"98","doi-asserted-by":"crossref","unstructured":"98) Nguyen B., Emmett E. J., Willis M. C., <i>J. Am. Chem. Soc.<\/i>, <b>132<\/b>, 16372\u201316373 (2010).","DOI":"10.1021\/ja1081124"},{"key":"99","unstructured":"99) For a selected example using K<sub>2<\/sub>S<sub>2<\/sub>O<sub>5<\/sub> as an SO<sub>2<\/sub> surrogate, see: Ye S., Wu J., <i>Chem. Commun.<\/i>, <b>48<\/b>, 10037\u201310039 (2012)."},{"key":"100","doi-asserted-by":"crossref","unstructured":"100) Konishi H., Tanaka H., Manabe K., <i>Org. Lett.<\/i>, <b>19<\/b>, 1578\u20131581 (2017).","DOI":"10.1021\/acs.orglett.7b00402"},{"key":"101","unstructured":"101) For a selected review, see: Robak M. T., Herbage M. A., Ellman J. A., <i>Chem. Rev.<\/i>, <b>110<\/b>, 3600\u20133740 (2010)."},{"key":"102","unstructured":"102) For a selected review, see: Dong H.-Q., Xu M.-H., Feng C.-G., Sun X.-W., Lin G.-Q., <i>Org. Chem. Front.<\/i>, <b>2<\/b>, 73\u201389 (2015)."},{"key":"103","unstructured":"103) For a selected example, see: Moree W. J., van der Marel G. A., Liskamp R. J., <i>J. Org. Chem.<\/i>, <b>60<\/b>, 5157\u20135169 (1995)."},{"key":"104","unstructured":"104) At the time of writing, phenyl formate was available from Alfa Aesar, while 2,4,6-trichlorophenyl formate and <i>N<\/i>-formylsaccarin were available from TCI and Wako."},{"key":"105","doi-asserted-by":"crossref","unstructured":"105) For a selected example using phenyl formate in the synthesis of an antibiotic drug, see: Zhang W.-Y., Che Q., Crawford S., Ronn M., Dunwoody N., <i>J. Org. Chem.<\/i>, <b>82<\/b>, 936\u2013943 (2017).","DOI":"10.1021\/acs.joc.6b02442"},{"key":"106","doi-asserted-by":"crossref","unstructured":"106) Pensa A. V., Cinelli M. A., Li H., Chreifi G., Mukherjee P., Roman L. J., Mart\u00e1sek P., Poulos T. L., Silverman R. B., <i>J. Med. Chem.<\/i>, <b>60<\/b>, 7146\u20137165 (2017).","DOI":"10.1021\/acs.jmedchem.7b00835"},{"key":"107","doi-asserted-by":"crossref","unstructured":"107) Kawabe Y., Ishikawa R., Akao Y., Yoshida A., Inai M., Asakawa T., Hamashima Y., Kan T., <i>Org. Lett.<\/i>, <b>16<\/b>, 1976\u20131979 (2014).","DOI":"10.1021\/ol500524y"},{"key":"108","doi-asserted-by":"crossref","unstructured":"108) For a selected example using a CO surrogate in total synthesis, see: Kobayashi T., Ishida M., Imaida K., Abe H., Ito H., <i>Tetrahedron Lett.<\/i>, <b>58<\/b>, 3294\u20133295 (2017).","DOI":"10.1016\/j.tetlet.2017.07.028"},{"key":"109","doi-asserted-by":"crossref","unstructured":"109) Brancour C., Fukuyama T., Mukai Y., Skrydstrup T., Ryu I., <i>Org. Lett.<\/i>, <b>15<\/b>, 2794\u20132797 (2013).","DOI":"10.1021\/ol401092a"},{"key":"110","doi-asserted-by":"crossref","unstructured":"110) Alonso N., Juan de M. M., Egle B., Vrijdag J. L., De Borggraeve W. M., de la Hoz A., D\u00edaz-Ortiz A., Alc\u00e1zar J., <i>J. Flow Chem.<\/i>, <b>4<\/b>, 105\u2013109 (2014).","DOI":"10.1556\/JFC-D-14-00005"}],"container-title":["CHEMICAL &amp; PHARMACEUTICAL BULLETIN","Chemical and Pharmaceutical Bulletin"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/66\/1\/66_c17-00795\/_pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2019,10,8]],"date-time":"2019-10-08T22:17:37Z","timestamp":1570573057000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.jstage.jst.go.jp\/article\/cpb\/66\/1\/66_c17-00795\/_article"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018]]},"references-count":110,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2018]]}},"URL":"https:\/\/doi.org\/10.1248\/cpb.c17-00795","relation":{},"ISSN":["0009-2363","1347-5223"],"issn-type":[{"value":"0009-2363","type":"print"},{"value":"1347-5223","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018]]}}}