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Communication | Regular issue | Vol 32, No. 4, 1991, pp.675-678
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5683
A Convenient Preparation of Sterically Crowded 1,9-Disubstituted Dibenzothiophenes and 3,3’-Disubstituted Diaryl Sulfides

Naomichi Furukawa,* Takeshi Kimura, Yoji Horie, and Satoshi Ogawa

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan

Abstract

Thianthrene-5-oxide (1) reacted with 2.2 equivalents of lithium diisopropylamide to give 4,6-dilithiated 1 wich was converted to 4,6-disubstituted thianthrene-5-oxides (3). 3 afforded sterically crowded 1,9-disubstituted dibenzothiophenes (4) in moderate yields on treatment with n-butyllithium or phenyllithium.