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Dearomative (3+2) Cycloadditions Between Indoles and Vinyldiazo Species Enabled by a Red‐Shifted Chromium Photocatalyst

Angewandte Chemie (International ed in English)(2022)

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摘要
AbstractA direct dearomative photocatalyzed (3+2) cycloaddition between indoles and vinyldiazo reagents is described. The transformation is enabled by the development of a novel oxidizing CrIII photocatalyst, its specific reactivity attributed to increased absorptive properties over earlier Cr analogs and greater stability than Ru counterparts. A variety of fused indoline compounds are synthesized using this method, including densely functionalized ring systems that are feasible due to base‐free conditions. Experimental insights corroborate a cycloaddition initiated by nucleophilic attack at C3 of the indole radical cation by the vinyldiazo species.
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关键词
Chromium,Cycloaddition,Dearomatization,Indoles,Photocatalysis
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