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

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 met...

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Detalles Bibliográficos
Autores principales: Wei, Wei, Dai, Xi-Jie, Wang, Haining, Li, Chenchen, Yang, Xiaobo, Li, Chao-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5855968/
https://www.ncbi.nlm.nih.gov/pubmed/29568466
http://dx.doi.org/10.1039/c7sc04207h
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author Wei, Wei
Dai, Xi-Jie
Wang, Haining
Li, Chenchen
Yang, Xiaobo
Li, Chao-Jun
author_facet Wei, Wei
Dai, Xi-Jie
Wang, Haining
Li, Chenchen
Yang, Xiaobo
Li, Chao-Jun
author_sort Wei, Wei
collection PubMed
description 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 KO(t)Bu and bidentate phosphine dmpe is vital to this transformation.
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spelling pubmed-58559682018-03-22 Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling Wei, Wei Dai, Xi-Jie Wang, Haining Li, Chenchen Yang, Xiaobo Li, Chao-Jun Chem Sci Chemistry 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 KO(t)Bu and bidentate phosphine dmpe is vital to this transformation. Royal Society of Chemistry 2017-12-01 2017-10-09 /pmc/articles/PMC5855968/ /pubmed/29568466 http://dx.doi.org/10.1039/c7sc04207h Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Wei, Wei
Dai, Xi-Jie
Wang, Haining
Li, Chenchen
Yang, Xiaobo
Li, Chao-Jun
Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
title Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
title_full Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
title_fullStr Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
title_full_unstemmed Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
title_short Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
title_sort ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5855968/
https://www.ncbi.nlm.nih.gov/pubmed/29568466
http://dx.doi.org/10.1039/c7sc04207h
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