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Issue 22, 2020
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1,3-Carboboration of iodonium ylides

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Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid–base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

Graphical abstract: 1,3-Carboboration of iodonium ylides

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Article information

08 Nov 2019
11 Dec 2019
First published
14 Feb 2020

This article is Open Access

Chem. Commun., 2020,56, 3345-3348
Article type

1,3-Carboboration of iodonium ylides

T. A. Gazis, B. A. J. Mohajeri Thaker, D. Willcox, D. M. C. Ould, J. Wenz, J. M. Rawson, M. S. Hill, T. Wirth and R. L. Melen, Chem. Commun., 2020, 56, 3345
DOI: 10.1039/C9CC08749D

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