{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,17]],"date-time":"2026-09-17T00:14:43Z","timestamp":1789604083452,"version":"build-2803163510"},"reference-count":59,"publisher":"Wiley","issue":"30","license":[{"start":{"date-parts":[[2018,5,3]],"date-time":"2018-05-03T00:00:00Z","timestamp":1525305600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"he National Natural Science Foundation of China","doi-asserted-by":"crossref","award":["21225208, 21472137, and 21532008"],"award-info":[{"award-number":["21225208, 21472137, and 21532008"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"crossref"}]},{"name":"the National Basic Research Program of China","award":["973 Program: 2014CB745100"],"award-info":[{"award-number":["973 Program: 2014CB745100"]}]},{"name":"the French \"Minist\u00e8re des Affaires Etrang\u00e8res et du D\u00e9veloppement International"},{"name":"the China Scholarship Council (CSC)"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2018,5,28]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A telescoping process involving the consecutive addition of four reagents (trifluorodiazoethane, phosphine, allenyl ester, and acetic acid) into a single reactor was developed for the novel functionalization of allenyl esters. First, new phosphazenes derived from trifluorodiazoethane and phosphines were generated and reacted with allenyl esters to give unexpected \u03b1\u2010iminophosphoranes through the creation of C=P, C=N, and C\u2212H bonds at the \u03b1\u2010, \u03b2\u2010, and \u03b3\u2010carbon atoms, respectively, of the allenyl esters. The \u03b1\u2010iminophosphoranes did not react with aldehydes in a classic Wittig reaction, but instead \u03b2\u2010enamino esters were obtained. The overall sequence of reactions offered a formal hydrohydrazonation of allenyl esters. The method was extended to other related diazo compounds and applied to the preparation of novel 5\u2010pyrazolone derivatives. Not only is the telescoping process described herein an effective approach for truncating the multistep synthesis, but also each step has been dissected to understand and support the reaction mechanisms.<\/jats:p>","DOI":"10.1002\/chem.201801171","type":"journal-article","created":{"date-parts":[[2018,3,22]],"date-time":"2018-03-22T16:26:46Z","timestamp":1521736006000},"page":"7749-7754","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["Telescoping Reactions with Trifluorodiazoethane\u2010Derived Aza\u2010Wittig Reagents and Allenyl esters"],"prefix":"10.1002","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0251-0456","authenticated-orcid":false,"given":"Fa\u2010Guang","family":"Zhang","sequence":"first","affiliation":[{"name":"Department of Chemistry, Tianjin Key Laboratory of, Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of, Chemical Science &amp; Engineering Tianjin University  Tianjin 300072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jun\u2010Liang","family":"Zeng","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Tianjin Key Laboratory of, Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of, Chemical Science &amp; Engineering Tianjin University  Tianjin 300072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi\u2010Qiang","family":"Tian","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Tianjin Key Laboratory of, Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of, Chemical Science &amp; Engineering Tianjin University  Tianjin 300072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yan","family":"Zheng","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Tianjin Key Laboratory of, Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of, Chemical Science &amp; Engineering Tianjin University  Tianjin 300072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dominique","family":"Cahard","sequence":"additional","affiliation":[{"name":"CNRS, UMR 6014 C.O.B.R.A. Normandie Universit\u00e9  1 rue Tesni\u00e8re 76821 Mont Saint Aignan France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3902-6799","authenticated-orcid":false,"given":"Jun\u2010An","family":"Ma","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Tianjin Key Laboratory of, Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of, Chemical Science &amp; Engineering Tianjin University  Tianjin 300072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2018,5,3]]},"reference":[{"key":"e_1_2_6_1_1","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","volume-title":"The Chemistry of the Allenes","year":"1982"},{"key":"e_1_2_6_3_2","volume-title":"Modern Allene Chemistry","year":"2004"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200300628"},{"key":"e_1_2_6_4_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200300628"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr1004088"},{"key":"e_1_2_6_6_1","unstructured":"\u00a0"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar000253x"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr020024j"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar900153r"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar4002069"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1039\/b816700c"},{"key":"e_1_2_6_12_1","unstructured":"\u00a0"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar030029i"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr400015d"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201002366"},{"key":"e_1_2_6_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201201087"},{"key":"e_1_2_6_17_1","doi-asserted-by":"publisher","DOI":"10.6023\/A15090617"},{"key":"e_1_2_6_18_1","unstructured":"For recent reviews on trifluorodiazoethane see:"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2010.11.068"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.6023\/A16030153"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6OB01618A"},{"key":"e_1_2_6_22_1","unstructured":"\u00a0"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201601707"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6GC03187K"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4OB02670E"},{"key":"e_1_2_6_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.201400032"},{"key":"e_1_2_6_27_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1070428012070068"},{"key":"e_1_2_6_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol501249h"},{"key":"e_1_2_6_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b01191"},{"key":"e_1_2_6_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.6b01565"},{"key":"e_1_2_6_31_1","unstructured":"\u00a0"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja016721v"},{"key":"e_1_2_6_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja021315c"},{"key":"e_1_2_6_34_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-328X(89)85027-2"},{"key":"e_1_2_6_35_1","unstructured":"Except for compound2\u2009d the obtained phosphazenes are prone to decomposition in air at RT."},{"key":"e_1_2_6_36_1","unstructured":"CCDC\u2005993681\u2005(2\u2009d) 975328\u2005(3\u2009a) 1029703\u2005(4\u2009m) and 1558967\u2005(3\u2009k\u2032) contain the supplementary crystallographic data for this paper. 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