Rhenium-catalysed dehydrogenative borylation of primary and secondary C(sp3)–H bonds adjacent to a nitrogen atom

Masahito Murai; Tetsuya Omura; Yoichiro Kuninobu; Kazuhiko Takai

doi:10.1039/C4CC09508A

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Rhenium-catalysed dehydrogenative borylation of primary and secondary C(sp³)–H bonds adjacent to a nitrogen atom†

Masahito Murai,*^a Tetsuya Omura,^a Yoichiro Kuninobu^b and Kazuhiko Takai*^ac

Author affiliations

* Corresponding authors

^a Division of Chemistry and Biotechnology, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan
E-mail: masahito.murai@cc.okayama-u.ac, jpktakai@cc.okayama-u.ac.jp
Fax: +81-86-251-8094
Tel: +81-86-251-8095

^b Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

^c Research Centre of New Functional Materials for Energy Production, Storage and Transport, Okayama University, 3-1-1 Tsuhimanaka, Kita-ku, Okayama 700-8530, Japan

Abstract

Rhenium-catalysed C(sp³)–H bond borylation in the absence of any oxidant, hydrogen acceptor, or external ligand, with the generation of H₂ as the sole byproduct is described. The transformation, which represents a rare example of rhenium-catalysed C(sp³)–H bond functionalisation, features high atom efficiency and simple reaction conditions.

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Article information

DOI: https://doi.org/10.1039/C4CC09508A
Article type: Communication
Submitted: 28 Nov 2014
Accepted: 03 Feb 2015
First published: 05 Feb 2015

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Chem. Commun., 2015,51, 4583-4586

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Rhenium-catalysed dehydrogenative borylation of primary and secondary C(sp³)–H bonds adjacent to a nitrogen atom

M. Murai, T. Omura, Y. Kuninobu and K. Takai, Chem. Commun., 2015, 51, 4583 DOI: 10.1039/C4CC09508A

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