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Paper | Regular issue | Vol 81, No. 6, 2010, pp.1427-1434
Published online, 13th April, 2010
DOI: 10.3987/COM-10-11923
A New Synthesis of Novel Tricyclic 2(5H)-Furanone Heterocycles from 3,4,5-Trichloro-2(5H)-furanone

Jian Ren, Dan-Dan Ma, Yu Sha, Feng Li, and Mao-Sheng Cheng*

*The Key Laboratory of Structure-Based Drugs Design and Discovery of Ministry of Education, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, China

Abstract

A novel class of five-six-six tricyclic 2(5H)-furanone heterocycles was synthesized from 3,4,5-trichloro-2(5H)-furanone and bifunctional o-nucleophiles in a single step. In addition, 2-(chloromethyl)quinoxaline was obtained through this method, and the distinctive formation mechanism of this compound is discussed.