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Efficient O-Acylation of Alcohols and Phenol Using Cp₂TiCl as a Reaction Promoter.

ABSTRACT: 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.

SUBMITTER: Duran-Pena MJ

PROVIDER: S-EPMC5095770 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Efficient O-Acylation of Alcohols and Phenol Using Cp2TiCl as a Reaction Promoter.

Durán-Peña María Jesús MJ Botubol-Ares José Manuel JM Hanson James R JR Hernández-Galán Rosario R Collado Isidro G IG

European journal of organic chemistry 20160704 21

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. ...[more]

PMID: 27840587

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