A general method for the catalytic nazarov cyclization of heteroaromatic compounds

作者:Malona John A*; Colbourne Jessica M; Frontier Alison J
来源:Organic Letters, 2006, 8(24): 5661-5664.
DOI:10.1021/ol062403v

摘要

A general, catalytic method for efficient Nazarov cyclization of systems containing heteroaromatic components has been developed. Scandium triflate was identified as the most reactive promoter, and it was found that addition of lithium perchlorate was necessary for synthetically useful catalytic cyclizations. The method was used to synthesize a range of cyclopentanone-fused heteroaromatic systems in 36-97% yield, and the reactivity trends observed demonstrate the impact of polarization on cyclization efficiency.

  • 出版日期2006-11-23