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Efficient O ‐Acylation of Alcohols and Phenol Using Cp 2 TiCl as a Reaction Promoter
Author(s) -
DuránPeña María Jesús,
BotubolAres José Manuel,
Hanson James R.,
HernándezGalán Rosario,
Collado Isidro G.
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600496
Subject(s) - chemistry , phenol , acylation , transesterification , methylene , manganese , organic chemistry , chloride , primary (astronomy) , tertiary alcohols , acetyl chloride , titanium , catalysis , physics , astronomy
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.