This report describes a copper-catalyzed, photoinduced N-to-alkyl radical relay Sonogashira-type reactions at benzylic sites in o-alkylbenzamides with alkynes. The process employs an N-to-alkyl radical mechanism, initiated through the copper-catalyzed reductive generation of nitrogen radicals. Radical translocation is facilitated by a 1,5-hydrogen atom transfer (1,5-HAT), leading to the formation of translocated carbon radicals. These radicals are then subjected to copper-catalyzed alkynylation. The methodology exhibits broad sub-strate scope and applicability to the synthesis of complex natural products.

中文翻译：

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光诱导铜催化氮烷基自由基中继邻烷基苯甲酰胺与炔烃的Sonogashira型偶联


该报告描述了铜催化、光诱导的 N-烷基自由基中继 Sonogashira 型反应，该反应在邻烷基苯甲酰胺与炔烃的苄基位点上发生。该过程采用N-烷基自由基机制，通过铜催化还原生成氮自由基引发。 1,5-氢原子转移 (1,5-HAT) 促进自由基易位，导致易位碳自由基的形成。然后这些自由基进行铜催化的炔基化。该方法表现出广泛的底物范围和对复杂天然产物合成的适用性。