Organocatalytic C(sp3)–H Functionalization via Carbocation-Initiated Cascade [1,5]-Hydride Transfer/Cyclization: Synthesis of Dihydrodibenzo[b,e]azepines

• DOI: 10.1021/acs.orglett.7b03492
• Publication Date: 2017-12-14T12:48:49Z
• Authors: Shuai-Shuai Li; Lan Zhou; Liang Wang; Huaili Zhao; Liping Yu; Jian Xiao
• Keywords: Carbocation; Surface Modification; Azepine; Atom economy; Cascade reaction

Carbocation-initiated cascade [1,5]-hydride transfer/cyclization and dimerization reactions were developed to synthesize dihydrodibenzo[b,e]azepine octahydrodipyrroloquinoline derivatives in high yields. These redox-neutral C(sp3)-H functionalization-involving feature transition-metal-free, atom- step-economy, environmental friendliness with water as the sole byproduct.