{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T04:22:00Z","timestamp":1782879720405,"version":"3.54.5"},"reference-count":47,"publisher":"Royal Society of Chemistry (RSC)","issue":"46","license":[{"start":{"date-parts":[[2027,5,20]],"date-time":"2027-05-20T00:00:00Z","timestamp":1810771200000},"content-version":"am","delay-in-days":504,"URL":"http:\/\/rsc.li\/journals-terms-of-use"}],"funder":[{"DOI":"10.13039\/501100001412","name":"Council of Scientific and Industrial Research, India","doi-asserted-by":"publisher","award":["02\/0473\/23\/EMR-II"],"award-info":[{"award-number":["02\/0473\/23\/EMR-II"]}],"id":[{"id":"10.13039\/501100001412","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001501","name":"University Grants Commission","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100001501","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100005683","name":"Kyoto University","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100005683","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100007063","name":"University of Delhi","doi-asserted-by":"publisher","award":["No.\/IoE\/2025-26\/12\/FRP"],"award-info":[{"award-number":["No.\/IoE\/2025-26\/12\/FRP"]}],"id":[{"id":"10.13039\/501100007063","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Chem. Commun."],"abstract":"<jats:p>\n                    Herein, we report that NaBH\n                    <jats:sub>4<\/jats:sub>\n                    facilitates an unusual reductive cyclization of\n                    <jats:italic>N<\/jats:italic>\n                    -(2-iodoaryl)acrylamide derivatives to afford oxindoles without the need for external initiators.\n                  <\/jats:p>","DOI":"10.1039\/d6cc01179a","type":"journal-article","created":{"date-parts":[[2026,5,20]],"date-time":"2026-05-20T02:03:23Z","timestamp":1779242603000},"page":"11669-11673","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Sodium borohydride: repurposing from a reducing agent to a reductive cyclization reagent for\n                    <i>N<\/i>\n                    -(2-iodoaryl)acrylamides"],"prefix":"10.1039","volume":"62","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-9330-6276","authenticated-orcid":false,"given":"Naveen","family":"Sihag","sequence":"first","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, 110016, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0377-0647","authenticated-orcid":false,"given":"Mini Bharati","family":"Ahirwar","sequence":"additional","affiliation":[{"name":"Institute for Integrated Cell-Material Sciences, Kyoto University, Kyoto-Daigaku Katsura, Nishikyo-ku, Kyoto 615-8246, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0005-3590-0433","authenticated-orcid":false,"given":"Ankit","family":"Kumar","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, 110016, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-7779-7749","authenticated-orcid":false,"given":"Saleem","family":"Hafeez","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, 110016, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3518-7859","authenticated-orcid":false,"given":"Milind M.","family":"Deshmukh","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Delhi, Delhi, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9294-0846","authenticated-orcid":false,"given":"M. Ramu","family":"Yadav","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Indian Institute of Technology, Delhi, Hauz Khas, New Delhi, 110016, India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2026]]},"reference":[{"key":"D6CC01179A\/cit1\/1","doi-asserted-by":"crossref","first-page":"137","DOI":"10.1016\/S0022-328X(00)00210-2","volume":"609","author":"Periasamy","year":"2000","journal-title":"J. Organomet. Chem."},{"key":"D6CC01179A\/cit2\/1","volume-title":"Encyclopedia of Reagents for Organic Synthesis","author":"Banfi","year":"2004","unstructured":"L.Banfi ,  E.Narisano ,  R.Riva ,  N.Stiasni ,  M.Hiersemann ,  T.Yamada  and  T.Tsubo , in  Encyclopedia of Reagents for Organic Synthesis , ed.  L. A. Paquette ,  Wiley ,  New York ,  2004"},{"key":"D6CC01179A\/cit3\/1","doi-asserted-by":"crossref","first-page":"2226","DOI":"10.1021\/ja00475a040","volume":"100","author":"Luche","year":"1978","journal-title":"J. Am. Chem. Soc."},{"key":"D6CC01179A\/cit4\/1","doi-asserted-by":"crossref","first-page":"1789","DOI":"10.1246\/cl.1994.1789","volume":"23","author":"Abe","year":"1994","journal-title":"Chem. Lett"},{"key":"D6CC01179A\/cit5\/1","doi-asserted-by":"crossref","first-page":"9733","DOI":"10.1039\/C4OB01784F","volume":"12","author":"Kawamoto","year":"2014","journal-title":"Org. Biomol. Chem."},{"key":"D6CC01179A\/cit6\/1","doi-asserted-by":"crossref","first-page":"1637","DOI":"10.3762\/bjoc.14.139","volume":"14","author":"Supranovich","year":"2018","journal-title":"Beilstein J. Org. Chem."},{"key":"D6CC01179A\/cit7\/1","doi-asserted-by":"crossref","first-page":"5085","DOI":"10.1021\/ja00796a071","volume":"95","author":"Barltrop","year":"1973","journal-title":"J. Am. Chem. Soc."},{"key":"D6CC01179A\/cit8\/1","doi-asserted-by":"crossref","first-page":"109","DOI":"10.1016\/S0040-4039(00)83954-4","volume":"27","author":"Abeywickrema","year":"1986","journal-title":"Tetrahedron Lett."},{"key":"D6CC01179A\/cit9\/1","doi-asserted-by":"crossref","first-page":"464","DOI":"10.1039\/c39860000464","volume":"6","author":"Abeywickrema","year":"1986","journal-title":"J. Chem. Soc., Chem. Commun."},{"key":"D6CC01179A\/cit10\/1","doi-asserted-by":"crossref","first-page":"2248","DOI":"10.1055\/s-2005-872243","author":"Liu","year":"2005","journal-title":"Synlett"},{"key":"D6CC01179A\/cit11\/1","doi-asserted-by":"crossref","first-page":"1005","DOI":"10.1021\/ol7031043","volume":"10","author":"Ryu","year":"2008","journal-title":"Org. Lett."},{"key":"D6CC01179A\/cit12\/1","doi-asserted-by":"crossref","first-page":"875","DOI":"10.1021\/ja210585n","volume":"134","author":"Kawamoto","year":"2012","journal-title":"J. Am. Chem. Soc."},{"key":"D6CC01179A\/cit13\/1","doi-asserted-by":"crossref","first-page":"1791","DOI":"10.3762\/bjoc.9.208","volume":"9","author":"Fukuyama","year":"2013","journal-title":"Beilstein J. Org. Chem."},{"key":"D6CC01179A\/cit14\/1","doi-asserted-by":"crossref","first-page":"3999","DOI":"10.1021\/jo500464q","volume":"79","author":"Kawamoto","year":"2014","journal-title":"J. Org. Chem."},{"key":"D6CC01179A\/cit15\/1","doi-asserted-by":"crossref","first-page":"2111","DOI":"10.1021\/ol500614q","volume":"16","author":"Kawamoto","year":"2014","journal-title":"Org. Lett."},{"key":"D6CC01179A\/cit16\/1","doi-asserted-by":"crossref","first-page":"949","DOI":"10.1016\/0040-4039(94)02398-U","volume":"36","author":"Cabri","year":"1995","journal-title":"Tetrahedron Lett."},{"key":"D6CC01179A\/cit17\/1","doi-asserted-by":"crossref","first-page":"2657","DOI":"10.1016\/S0040-4039(00)99091-9","volume":"30","author":"Jones","year":"1989","journal-title":"Tetrahedron Lett."},{"key":"D6CC01179A\/cit18\/1","doi-asserted-by":"crossref","first-page":"6657","DOI":"10.1016\/S0040-4039(00)82423-5","volume":"29","author":"Bowman","year":"1988","journal-title":"Tetrahedron Lett."},{"key":"D6CC01179A\/cit19\/1","doi-asserted-by":"crossref","first-page":"8748","DOI":"10.1002\/anie.200701342","volume":"46","author":"Galliford","year":"2007","journal-title":"Angew. Chem. Int. Ed."},{"key":"D6CC01179A\/cit20\/1","doi-asserted-by":"crossref","first-page":"111842","DOI":"10.1016\/j.biopha.2021.111842","volume":"141","author":"Khetmalis","year":"2021","journal-title":"Biomed. Pharmacother."},{"key":"D6CC01179A\/cit21\/1","doi-asserted-by":"crossref","first-page":"1636","DOI":"10.1002\/anie.200805652","volume":"48","author":"Jia","year":"2009","journal-title":"Angew. Chem. Int. Ed."},{"key":"D6CC01179A\/cit22\/1","doi-asserted-by":"crossref","first-page":"3446","DOI":"10.1021\/ol1012668","volume":"12","author":"Klein","year":"2010","journal-title":"Org. Lett."},{"key":"D6CC01179A\/cit23\/1","doi-asserted-by":"crossref","first-page":"1207","DOI":"10.3762\/bjoc.21.98","volume":"21","author":"Chen","year":"2025","journal-title":"Beilstein J. Org. Chem."},{"key":"D6CC01179A\/cit24\/1","first-page":"1195","author":"Song","year":"2015","journal-title":"Synthesis"},{"key":"D6CC01179A\/cit25\/1","doi-asserted-by":"crossref","first-page":"3929","DOI":"10.1039\/D3QO00671A","volume":"10","author":"Zhou","year":"2023","journal-title":"Org. Chem. Front."},{"key":"D6CC01179A\/cit26\/1","doi-asserted-by":"crossref","first-page":"5652","DOI":"10.1021\/acs.joc.3c00141","volume":"88","author":"Shaw","year":"2023","journal-title":"J. Org. Chem."},{"key":"D6CC01179A\/cit27\/1","doi-asserted-by":"crossref","first-page":"4284","DOI":"10.1002\/adsc.202100515","volume":"363","author":"Singh","year":"2021","journal-title":"Adv. Synth. Catal."},{"key":"D6CC01179A\/cit28\/1","doi-asserted-by":"crossref","first-page":"15544","DOI":"10.1021\/acs.joc.1c02032","volume":"86","author":"Zhang","year":"2021","journal-title":"J. Org. Chem."},{"key":"D6CC01179A\/cit29\/1","doi-asserted-by":"crossref","first-page":"3638","DOI":"10.1002\/anie.201210029","volume":"52","author":"Wei","year":"2013","journal-title":"Angew. Chem. Int. Ed."},{"key":"D6CC01179A\/cit30\/1","doi-asserted-by":"crossref","first-page":"1637","DOI":"10.1002\/cjoc.202400105","volume":"42","author":"Ma","year":"2024","journal-title":"Chin. J. Chem."},{"key":"D6CC01179A\/cit31\/1","doi-asserted-by":"crossref","first-page":"1605","DOI":"10.1021\/acs.accounts.0c00297","volume":"53","author":"Marchese","year":"2020","journal-title":"Acc. Chem. Res."},{"key":"D6CC01179A\/cit32\/1","doi-asserted-by":"crossref","first-page":"7273","DOI":"10.1039\/D5CC01034A","volume":"61","author":"Sharma","year":"2025","journal-title":"Chem. Commun."},{"key":"D6CC01179A\/cit33\/1","doi-asserted-by":"crossref","first-page":"734","DOI":"10.1021\/acs.accounts.1c00781","volume":"55","author":"Liang","year":"2022","journal-title":"Acc. Chem. Res."},{"key":"D6CC01179A\/cit34\/1","doi-asserted-by":"crossref","first-page":"11413","DOI":"10.1039\/D5CC01559F","volume":"61","author":"Sihag","year":"2025","journal-title":"Chem. Commun."},{"key":"D6CC01179A\/cit35\/1","doi-asserted-by":"crossref","first-page":"71","DOI":"10.1021\/cr960134o","volume":"103","author":"Rossi","year":"2003","journal-title":"Chem. Rev."},{"key":"D6CC01179A\/cit36\/1","doi-asserted-by":"crossref","first-page":"31148","DOI":"10.1039\/C7RA05156E","volume":"7","author":"Caminos","year":"2017","journal-title":"RSC Adv."},{"key":"D6CC01179A\/cit37\/1","doi-asserted-by":"crossref","first-page":"413","DOI":"10.1021\/ar50131a003","volume":"11","author":"Bunnett","year":"1978","journal-title":"Acc. Chem. Res."},{"key":"D6CC01179A\/cit38\/1","doi-asserted-by":"crossref","first-page":"3547","DOI":"10.1039\/C7SC00100B","volume":"8","author":"Janhsen","year":"2017","journal-title":"Chem. Sci."},{"key":"D6CC01179A\/cit39\/1","doi-asserted-by":"crossref","first-page":"13275","DOI":"10.1002\/anie.201706534","volume":"56","author":"Hokamp","year":"2017","journal-title":"Angew. Chem., Int. Ed."},{"key":"D6CC01179A\/cit40\/1","doi-asserted-by":"crossref","first-page":"16368","DOI":"10.1002\/anie.201902216","volume":"58","author":"Rohrbach","year":"2019","journal-title":"Angew. Chem., Int. Ed."},{"key":"D6CC01179A\/cit41\/1","unstructured":"See SI for details of these experiments"},{"key":"D6CC01179A\/cit42\/1","doi-asserted-by":"crossref","first-page":"11413","DOI":"10.1039\/D5CC01559F","volume":"61","author":"Sihag","year":"2025","journal-title":"Chem. Commun."},{"key":"D6CC01179A\/cit43\/1","doi-asserted-by":"crossref","first-page":"9535","DOI":"10.1021\/jo301134q","volume":"77","author":"Senger","year":"2012","journal-title":"J. Org. Chem."},{"key":"D6CC01179A\/cit44\/1","doi-asserted-by":"crossref","first-page":"320","DOI":"10.1021\/acs.orglett.8b03831","volume":"21","author":"Adouama","year":"2019","journal-title":"Org. Lett."},{"key":"D6CC01179A\/cit45\/1","doi-asserted-by":"crossref","first-page":"1735","DOI":"10.1021\/cr940337h","volume":"105","author":"Jung","year":"2005","journal-title":"Chem. Rev."},{"key":"D6CC01179A\/cit46\/1","unstructured":"For details of these calculations, see Tables S3 and S4 in the SI"},{"key":"D6CC01179A\/cit49\/1","doi-asserted-by":"publisher","year":"2026","unstructured":"CCDC 2517708: Experimental Crystal Structure Determination ,  2026 10.5517\/ccdc.csd.cc2qhwdj","DOI":"10.5517\/ccdc.csd.cc2qhwdj"}],"container-title":["Chemical Communications"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2026\/CC\/D6CC01179A","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T03:41:18Z","timestamp":1782877278000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/cc\/article\/62\/46\/11669-11673\/1224710"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026]]},"references-count":47,"journal-issue":{"issue":"46","published-print":{"date-parts":[[2026,6,16]]}},"URL":"https:\/\/doi.org\/10.1039\/d6cc01179a","relation":{},"ISSN":["1359-7345","1364-548X"],"issn-type":[{"value":"1359-7345","type":"print"},{"value":"1364-548X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026]]}}}