炔烃
化学
催化作用
钯
酰胺
组合化学
光化学
有机化学
作者
Yujia Du,Xiaxin Sheng,Luning Tang,Jia-ming Chen,Guoying Liu,Hao Hu,Sen Yang,Lei Zhu,Ming Chen
标识
DOI:10.1021/acs.orglett.4c00979
摘要
A novel class of alkyne-tethered amides facilitates an unprecedented photoinduced palladium-catalyzed radical relay formal [5 + 2] reaction. This innovative strategy allows for the rapid construction of diverse fused benzoazepine structures, yielding structurally novel and compelling compounds. With a broad substrate scope and excellent functional group tolerance, the methodology synthesizes biologically active compounds. Notably, the resulting tricyclic benzo[b]azepines offer diversification opportunities through simple transformations. DFT calculations elucidate a seven-membered ring closure mechanism involving the alkenyl radical and Pd(I) rebound alongside a concerted metalation–deprotonation (CMD) process.
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