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Paper | Special issue | Vol 54, No. 1, 2001, pp.171-183
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)14
Convenient Construction of Hexahydrobenzo[b]furan Skeleton Containing Heteroatoms. Choice of Mn(III)- and Ce(IV)-based Radical Cyclization

Shougo Kajikawa, Hiroshi Nishino,* and Kazu Kurosawa

*Institute for Fundamental Research of Organic Chemistry, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan

Abstract

Hexahydrobenzo[b]furan derivatives were efficiently synthesized by the radical cyclization of 1-arylcyclohexenes, 1-phenylcycloheptene, and 1,1-diarylethenes with barbituric acid derivatives or 5,5-dimethyl-1,3-cyclohexanedione (dimedone) using manganese(III) acetate or cerium(IV) ammonium nitrate (CAN).