Silver-Catalyzed Intermolecular [3+2]/[5+2] Annulation of N-Arylpropiolamides with Vinyl Acids: Facile Synthesis of Fused 2H-Benzo[b]azepin-2-ones
Silver-Catalyzed Intermolecular [3+2]/[5+2] Annulation of N-Arylpropiolamides with Vinyl Acids: Facile Synthesis of Fused 2H-Benzo[b]azepin-2-ones
复制标题
银催化 N-芳基丙酰胺与乙烯基的分子间 [3 2]/[5 2] 环化：轻松合成稠合 2H-苯并[b]氮杂-2-酮
DOI：
10.1021/acscatal.7b02061
复制
发表时间：
2017
期刊：
影响因子：
12.9
通讯作者：
Jin-Heng Li
中科院分区：
文献类型：
--
作者：
Yang Li;Ming Hu;Jin-Heng Li
本文描述了一种银催化的N-芳基丙炔酰胺与4-乙烯基酸的分子间[3 + 2]/[5 + 2]氧化环化反应，以制备稠合的2 H-苯并[B]氮杂-2-酮。这种自由基介导的成环反应具有广泛的底物范围和优异的选择性，并且能够通过氧化脱羧、[3 + 2]/[5 + 2]成环和C（sp2）-H官能化级联形成三个新的C-C键。采用这种银催化氧化策略，通过分子间[3 + 2]成环反应将常见的末端炔成功地转化为环戊烯。
A silver-catalyzed oxidative intermolecular [3 + 2]/[5 + 2] annulation ofN-arylpropiolamides with 4-vinyl acids for producing fused 2H-benzo[b]azepin-2-ones is described. This radical-mediated annulation reaction features broad substrate scope and excellent selectivity, and enables the formation of three new C–C bonds through oxidative decarboxylation, [3 + 2]/[5 + 2] annulations, and C(sp2)-H functionalization cascades. Employing this silver-catalyzed oxidative strategy, common terminal alkynes were successfully converted into cyclopentenes via intermolecular [3 + 2] annulation.