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Issue 1, 2017
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Synthesis of polycyclic sultams via a palladium-catalyzed reaction of 1-bromo-2-(cyclopropylidenemethyl)benzenes with 2-alkynylbenzenesulfonamides

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Abstract

Polycyclic sultams are efficiently synthesized through a palladium-catalyzed tandem reaction of 1-bromo-2-(cyclopropylidenemethyl)benzenes with 2-alkynylbenzenesulfonamides. The transformation proceeds through double carbometallation with excellent chemoselectivity and regioselectivity, leading to a range of 7,7a-dihydro-6H-benzo[f]indeno[1,2-d][1,2]thiazepine 5,5-dioxides in moderate to good yields. During the reaction process, three new bonds and two rings including the seven-membered sultam ring are formed.

Graphical abstract: Synthesis of polycyclic sultams via a palladium-catalyzed reaction of 1-bromo-2-(cyclopropylidenemethyl)benzenes with 2-alkynylbenzenesulfonamides

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Publication details

The article was received on 22 Aug 2016, accepted on 25 Oct 2016 and first published on 26 Oct 2016


Article type: Research Article
DOI: 10.1039/C6QO00480F
Citation: Org. Chem. Front., 2017,4, 14-17
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    Synthesis of polycyclic sultams via a palladium-catalyzed reaction of 1-bromo-2-(cyclopropylidenemethyl)benzenes with 2-alkynylbenzenesulfonamides

    X. Gong, G. Li and J. Wu, Org. Chem. Front., 2017, 4, 14
    DOI: 10.1039/C6QO00480F

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