Issue 12, 2017

Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling

Abstract

Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(II) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KOtBu and bidentate phosphine dmpe is vital to this transformation.

Graphical abstract: Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling

Supplementary files

Article information

Article type
Edge Article
Submitted
26 Sep 2017
Accepted
08 Oct 2017
First published
09 Oct 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2017,8, 8193-8197

Ruthenium(II)-catalyzed olefination via carbonyl reductive cross-coupling

W. Wei, X. Dai, H. Wang, C. Li, X. Yang and C. Li, Chem. Sci., 2017, 8, 8193 DOI: 10.1039/C7SC04207H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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