Photoinduced radical cascade brominative addition/spirocyclization of N-arylpropiolamides and CBr4 with O2 as oxidant

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 dearo...

पूर्ण विवरण

में बचाया:
ग्रंथसूची विवरण
मुख्य लेखकों: Zheng-Wei Wu, Han-Han Kong, Yong Wei, Wen-Chao Zhou, Long Wang, Liang-Qiu Lu, Qing-Qing Yang
स्वरूप: लेख
भाषा:अंग्रेज़ी
प्रकाशित: KeAi Communications Co. Ltd. 2025-05-01
श्रृंखला:Green Synthesis and Catalysis
विषय:
ऑनलाइन पहुंच:http://www.sciencedirect.com/science/article/pii/S2666554924000048
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विवरण
सारांश: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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