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Issue 34, 2016
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Synthesis of substituted benzooxaborinin-1-ols via palladium-catalysed cyclisation of alkenyl- and alkynyl-boronic acids

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Abstract

Two new palladium-catalysed reactions have been developed for the synthesis of stable 4-substituted benzooxaborinin-1-ols. A palladium-catalysed cyclisation of ortho-alkenylbenzene boronic acids can be used to access 4-chlorobenzooxaborinin-1-ols via a Wacker-type oxidation and chlorination. Alternatively, ortho-alkynylbenzene boronic acids undergo a palladium-catalysed oxyallylation reaction to provide 4-allylbenzooxaborinin-1-ols.

Graphical abstract: Synthesis of substituted benzooxaborinin-1-ols via palladium-catalysed cyclisation of alkenyl- and alkynyl-boronic acids

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Publication details

The article was received on 01 Jul 2016, accepted on 01 Aug 2016 and first published on 01 Aug 2016


Article type: Communication
DOI: 10.1039/C6OB01419D
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Citation: Org. Biomol. Chem., 2016,14, 8039-8043
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    Synthesis of substituted benzooxaborinin-1-ols via palladium-catalysed cyclisation of alkenyl- and alkynyl-boronic acids

    L. Benhamou, D. W. Walker, D. Bučar, A. E. Aliev and T. D. Sheppard, Org. Biomol. Chem., 2016, 14, 8039
    DOI: 10.1039/C6OB01419D

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