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Photoredox-Cobaloxime Catalysis for Selective Oxidative Dehydrogenative [4+2] Annulation of Imidazo-Fused Heterocycles with Alkenes
Organic Letters ( IF 5.2 ) Pub Date : 2024-03-21 , DOI: 10.1021/acs.orglett.4c00159
Ailong Shao 1 , Yuanyuan Li 1 , Yuxue Ding 1 , Yahui Li 1 , Shulian Wu 1 , Yuan Jiang 1 , Min Dong 1 , Hai Wu 1 , Shuisheng Chen 1
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A selective oxidative [4+2] annulation of alkenes with imidazo-fused heterocycles has been developed by using the synergistic combination of photoredox and cobaloxime catalysts. It allows facile access to various imidazole-fused polyaromatic scaffolds accompanied by H2 evolution. This protocol features high regioselectivity as well as a broad substrate scope. Detailed mechanistic studies indicate that twice the electron/H transfer processes facilitated by this catalytic system achieve the annulation π-extension of imidazo-fused heterocycles with alkenes.

中文翻译:

光氧化还原-钴肟催化咪唑稠合杂环与烯烃的选择性氧化脱氢[4+2]环化

通过使用光氧化还原和钴肟催化剂的协同组合,开发了烯烃与咪唑稠合杂环的选择性氧化[4+2]环化。它允许轻松获得各种咪唑稠合的聚芳族支架,并伴有 H 2 的演化。该方案具有高区域选择性和广泛的底物范围。详细的机理研究表明,该催化系统促进的电子/H转移过程的两倍实现了咪唑并稠合杂环与烯烃的环化π延伸。
更新日期:2024-03-21
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