{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T18:33:53Z","timestamp":1791311633540,"version":"4.3.1"},"reference-count":116,"publisher":"Wiley","issue":"15","license":[{"start":{"date-parts":[[2023,2,7]],"date-time":"2023-02-07T00:00:00Z","timestamp":1675728000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21871094"],"award-info":[{"award-number":["21871094"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012564","name":"Guangxi Key Laboratory of Disaster Prevention and Engineering Safety","doi-asserted-by":"publisher","award":["(2014) no. 32"],"award-info":[{"award-number":["(2014) no. 32"]}],"id":[{"id":"10.13039\/501100012564","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2023,3,13]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    When mono\u2010radical\n                    <jats:italic>ipso<\/jats:italic>\n                    \u2010cyclization of aryl sulfonamides tend to undergo Smiles\u2010type rearrangement through aromatization\u2010driven C\u2212S bond cleavage, diradical\u2010mediated cyclization must perform in a distinct reaction pathway. It is interesting meanwhile challenging to tune the rate of C\u2212S bond cleavage to achieve a chemically divergent reaction of (hetero) aryl sulfonamides in a visible\u2010light induced energy transfer (EnT) reaction pathway involving diradical species. Herein a chemically divergent reaction based on the designed indole\u2010tethered (hetero)arylsulfonamides is reported which involves a diradical\u2010mediated\n                    <jats:italic>ipso<\/jats:italic>\n                    \u2010cyclization and a controllable cleavage of an inherent C\u2212S bond. The combined experimental and computational results have revealed that the cleavage of the C\u2212S bond in these substrates can be controlled by tuning the heteroaryl moieties: a) If the (hetero)aryl is thienyl, furyl, phenanthryl, etc., the radical coupling of double dearomative diradicals (DDDR) precedes over C\u2212S bond cleavage to afford cyclobutene fused indolines by double dearomative [2+2]\u2010cycloaddition; b) if the (hetero)aryl is phenyl, naphthyl, pyridyl, indolyl etc., the cleavage of C\u2212S bond in DDDR is favored over radical coupling to afford biaryl products.\n                  <\/jats:p>","DOI":"10.1002\/chem.202203217","type":"journal-article","created":{"date-parts":[[2022,12,2]],"date-time":"2022-12-02T22:32:18Z","timestamp":1670020338000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["Visible\u2010Light\u2010Induced Diradical\u2010Mediated\n                    <i>ipso<\/i>\n                    \u2010Cyclization towards Double Dearomative [2+2]\u2010Cycloaddition or Smiles\u2010Type Rearrangement"],"prefix":"10.1002","volume":"29","author":[{"given":"Guangjin","family":"Zhen","sequence":"first","affiliation":[{"name":"Key Laboratory of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering South China University of Technology (SCUT) State Key Laboratory of Pulp and Paper Engineering South China University of Technology  Guangzhou 510640 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guohui","family":"Zeng","sequence":"additional","affiliation":[{"name":"Key Laboratory of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering South China University of Technology (SCUT) State Key Laboratory of Pulp and Paper Engineering South China University of Technology  Guangzhou 510640 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kai","family":"Jiang","sequence":"additional","affiliation":[{"name":"Key Laboratory of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering South China University of Technology (SCUT) State Key Laboratory of Pulp and Paper Engineering South China University of Technology  Guangzhou 510640 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Furong","family":"Wang","sequence":"additional","affiliation":[{"name":"Key Laboratory of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering South China University of Technology (SCUT) State Key Laboratory of Pulp and Paper Engineering South China University of Technology  Guangzhou 510640 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiaohui","family":"Cao","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Guangdong Pharmaceutical University Pharmaceutical University  Guangzhou 510006 P. R. 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