Ag(I)-Catalyzed cycloisomerization reactions: synthesis of substituted phenanthrenes and naphthothiophenes

作者:Saunthwal Rakesh K; Danodia Abhinandan K; Saini Kapil Mohan; Verma Akhilesh K*
来源:Organic and Biomolecular Chemistry, 2017, 15(33): 6934-6942.
DOI:10.1039/c7ob01646h

摘要

This paper describes silver catalyzed synthesis of substituted phenanthrenes and naphthothiophenes from ortho-alkylated biaryl derivatives via 6-endo-dig intramolecular alkyne-arene coupling. The mechanistic study reveals that 6-endo-dig cyclization proceeds through initial p-coordination of the alkyne unit followed by a Friedel-Crafts-type electrophilic aromatic cyclization at the adjacent arene ring. X-ray crystallographic studies further supported the formation of carbocycles.

  • 出版日期2017-9-7