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Iridium-catalyzed B–H insertion of sulfoxonium ylides and borane adducts: a versatile platform to α-boryl carbonyls

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Abstract

Iridium-catalyzed boron–hydrogen bond insertion reactions of trimethylamine-borane and sulfoxonium ylides have been demonstrated, furnishing α-boryl ketones in moderate to excellent yields in most cases (51 examples; up to 84%). This practical and scalable insertion reaction showed broad substrate scope, high functional-group compatibility and could be applied in late-stage modification of structurally complex drug compounds. Further synthetic applications were also demonstrated.

Graphical abstract: Iridium-catalyzed B–H insertion of sulfoxonium ylides and borane adducts: a versatile platform to α-boryl carbonyls

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Publication details

The article was received on 11 Nov 2019, accepted on 28 Nov 2019 and first published on 04 Dec 2019


Article type: Communication
DOI: 10.1039/C9CC08795H
Chem. Commun., 2020, Advance Article

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    Iridium-catalyzed B–H insertion of sulfoxonium ylides and borane adducts: a versatile platform to α-boryl carbonyls

    S. Zhang, H. Xie, B. Shu, T. Che, X. Wang, D. Peng, F. Yang and L. Zhang, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC08795H

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