Photoinduced and palladium-catalyzed hydrogen atom transfer triggered 1,2-difunctionalization of 1,3-dienes with hydroxamides

The discovery of novel catalysis modes to generate a significant increase in structural complexity from readily available reactants is a fundamental goal in modern organic synthesis. Here, we report a photoinduced palladium-catalyzed hydrogen atom transfer triggered 1,2-difunctionalization of conjugated dienes. Without the employment of exogeneous photosensitizers and external oxidants, the cascade reaction realized the integration of remote functionalization of various C(sp(3))-H bonds and selective difunctionalization of 1,3-dienes with 100% atom efficiency, allowing for the synthesis of structurally diverse amides with up to 90% yields. Given the prevalence of amides in pharmaceuticals and natural products, the current protocol has provided an efficient means to access highly functionalized amides from readily available carboxylic acid derivatives and 1,3-dienes.

Automated summary

In this study, a photoinduced palladium-catalyzed hydrogen atom transfer triggered 1,2-difunctionalization of conjugated dienes was reported, achieving remote functionalization and selective difunctionalization to synthesize highly diverse amides.