Direct Construction of the 9H-Pyrrolo[1,2-a]azepin-9-amine Skeleton via [4+3] Annulation of Alkyl 2-Aroyl-1-chlorocyclopropanecarboxylates

作者：Hu, Junhao; Liu, Yang; Gong, Yuefa^*

来源：Advanced Synthesis & Catalysis, 2015, 357(13): 2781-2787.

DOI：10.1002/adsc.201500376

• [4+3] annulation
• azepine derivatives
• cyclopropenecarboxylates
• donor-acceptor reagents

A direct diastereoselective synthesis approach of important 9H-pyrrolo[1,2-a]azepin-9amines was established via base-promoted [4+3] annulation between donor-acceptor reagents derived from 1H-pyrrole-2-carbaldehydes and alkyl 2-aroyl-1-chlorocyclopropanecarboxylates. This transition metal-free domino reaction proceeded quickly under mild basic conditions, affording potentially bioactive azepine derivatives in moderate to high yields with high diastereoselectivities (up to > 20:1).

• 出版日期2015-9-14
• 单位华中科技大学