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Paper | Regular issue | Vol 94, No. 6, 2017, pp.1055-1062
Published online, 28th April, 2017
DOI: 10.3987/COM-17-13703
Microwave-Assisted Synthesis of Benzofuran/Benzothiophene-Fused Naphthyridines via Thorpe-Ziegler Type Heterocyclization

Jiao Xu,* Dao-Lin Wang, Zhen-Peng Liu, Kai-Xue Zhang, Wei Ma, and Bin Liu

*Heilongjiang University of Chinese Medicine, Harbin 150040, China


An efficient one-pot domino protocol for the synthesis of novel benzofuran/benzothiophene-fused naphthyridines, benzofuro- and benzothieno- [3,2-h]benzo[b][1,6]naphthyridin-5(6H)-one derivatives 4, was developed, starting from 2-chloromethylquinoline-3-carboxylates (1) with salicylonitriles (2) or 2-mercaptobenzonitrile (3) by microwave-assisted Thorpe-Ziegler type heterocyclization in the presence of cesium carbonate with good yields.