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Copper-catalyzed high selectively synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[b]thiazinones from 2-iodophenyl cinnamamides and potassium sulfide

Abstract

An efficient and practical procedure for the synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[b]thiazinones from easily available 2-iodophenylcinnamamides and potassium sulfide has been developed. In the presence of DBU, the reaction proceeds via electrophilic addition, followed dehydrogenation, and reduction to give 2-benzyl benzo[b]thiazinones. Furthermore, 2-benzylidenebenzo[b]thiazinones were obtained in moderate to good yields without addition of DBU.

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Publication details

The article was received on 19 Oct 2017, accepted on 10 Nov 2017 and first published on 13 Nov 2017


Article type: Communication
DOI: 10.1039/C7OB02585H
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
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    Copper-catalyzed high selectively synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[b]thiazinones from 2-iodophenyl cinnamamides and potassium sulfide

    W. Liu, H. Min, X. Zhu, G. Deng and Y. Liang , Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB02585H

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