Visible Light‐Induced [3+2] Annulation Reaction of Alkenes with Vinyl Azides: Direct Synthesis of Functionalized Pyrroles

• Published in: Chinese journal of chemistry Vol. 42; no. 2; pp. 151 - 156
• Main Authors: Yang, Ming, Wang, Xin‐Yu, Wang, Jie, Zhao, Yu‐Long
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY‐VCH Verlag GmbH & Co. KGaA 15.01.2024; Wiley; Wiley Subscription Services, Inc
• Subjects: Additives; Alkenes; Annulation; Chemical reactions; Chemical synthesis; Chemistry; Chemistry, Multidisciplinary; Functional groups; Irradiation; Organic chemistry; Photocatalysis; Physical Sciences; Pyrroles; Radical reactions; Science & Technology; Substrates; Vinyl azides; CATALYSIS; Vinyl azides; Alkenes; Radical reactions; Photocatalysis; Pyrroles; Annulation
• ISSN: 1001-604X; 1614-7065
• DOI: 10.1002/cjoc.202300498

Comprehensive Summary A photocatalytic [3+2] annulation of alkenes with vinyl azides was developed under irradiation by visible light in the presence of organic dye photocatalysts. Broad substrate scope and high functional group tolerance were demonstrated by more than 50 examples. The reaction provides a novel and efficient method for the synthesis of polyfunctionalized pyrroles under very mild metal‐free conditions without other additives. A visible‐light‐induced catalytic [3+2] annulation of alkenes with vinyl azides was developed in the presence of organic dye photocatalysts. The reaction provides a novel and efficient strategy for the construction of polyfunctionalized pyrroles under very mild metal‐free conditions without other additives.