Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter

A method has been developed for the conversion of primary, secondary, and tertiary alcohols, and phenol, into the corresponding esters at room temperature. The method uses a titanium(III) species generated from a substoichiometric amount of titanocene dichloride together with manganese(0) as a reduc...

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Autores principales: Durán‐Peña, María Jesús, Botubol‐Ares, José Manuel, Hanson, James R., Hernández‐Galán, Rosario, Collado, Isidro G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095770/
https://www.ncbi.nlm.nih.gov/pubmed/27840587
http://dx.doi.org/10.1002/ejoc.201600496
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author Durán‐Peña, María Jesús
Botubol‐Ares, José Manuel
Hanson, James R.
Hernández‐Galán, Rosario
Collado, Isidro G.
author_facet Durán‐Peña, María Jesús
Botubol‐Ares, José Manuel
Hanson, James R.
Hernández‐Galán, Rosario
Collado, Isidro G.
author_sort Durán‐Peña, María Jesús
collection PubMed
description A method has been developed for the conversion of primary, secondary, and tertiary alcohols, and phenol, into the corresponding esters at room temperature. The method uses a titanium(III) species generated from a substoichiometric amount of titanocene dichloride together with manganese(0) as a reductant, as well as methylene diiodide. It involves a transesterification from an ethyl ester, or a reaction with an acyl chloride. A radical mechanism is proposed for these transformations.
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spelling pubmed-50957702016-11-09 Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter Durán‐Peña, María Jesús Botubol‐Ares, José Manuel Hanson, James R. Hernández‐Galán, Rosario Collado, Isidro G. European J Org Chem Full Papers A method has been developed for the conversion of primary, secondary, and tertiary alcohols, and phenol, into the corresponding esters at room temperature. The method uses a titanium(III) species generated from a substoichiometric amount of titanocene dichloride together with manganese(0) as a reductant, as well as methylene diiodide. It involves a transesterification from an ethyl ester, or a reaction with an acyl chloride. A radical mechanism is proposed for these transformations. John Wiley and Sons Inc. 2016-07-04 2016-07 /pmc/articles/PMC5095770/ /pubmed/27840587 http://dx.doi.org/10.1002/ejoc.201600496 Text en © 2016 The Authors. Published by Wiley‐VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial (http://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Full Papers
Durán‐Peña, María Jesús
Botubol‐Ares, José Manuel
Hanson, James R.
Hernández‐Galán, Rosario
Collado, Isidro G.
Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter
title Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter
title_full Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter
title_fullStr Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter
title_full_unstemmed Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter
title_short Efficient O‐Acylation of Alcohols and Phenol Using Cp(2)TiCl as a Reaction Promoter
title_sort efficient o‐acylation of alcohols and phenol using cp(2)ticl as a reaction promoter
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095770/
https://www.ncbi.nlm.nih.gov/pubmed/27840587
http://dx.doi.org/10.1002/ejoc.201600496
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