Photoinduced radical cascade brominative addition/spirocyclization of N-arylpropiolamides and CBr4 with O2 as oxidant
Green Synthesis and Catalysis(2024)
摘要
A visible-light-induced brominated spirocyclization of N-arylpropiolamides and CBr4 for the synthesis of 3-bromo-azaspiro[4,5]trienones is reported here. This process allows the formation of C-Br, C-C, and C=O bonds in a single reaction via a cascade radical addition/ipso-cyclization/oxidative dearomatization sequence. This protocol also features high functional group tolerance, operational simplicity and the use of molecular oxygen as an oxidant as well as sustainable photocatalyst- and additive-free reaction conditions at room temperature. Meanwhile, the presented straightforward and sustainable strategy has also been applied to the synthesis of several biologically active compounds.
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关键词
Visible light,Tetrabromomethane,Molecular oxygen,Photocatalyst- and additive-free,Azaspiro[4,5]trienones
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