A Rapid Microwave-Assisted Esterification Utilizing the Mukaiyama Supported Reagent

doi:10.1055/s-2005-869886

Synfacts 2005(0): 0086-0086
DOI: 10.1055/s-2005-869886

Polymer-Supported Synthesis

A Rapid Microwave-Assisted Esterification Utilizing the Mukaiyama Supported Reagent

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Takayasu Arakawa

D. Donati, C. Morelli, M. Taddei*
University Degli Studi di Siena, Italy
A Rapid Microwave-Assisted Utilizing the Mukaiyama Supported Reagent
Tetrahedron Lett. 2005, 46: 2817-2819

Abstract

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Key words

esters - supported reagents - microwave - Mukaiyama reagent

Significance

The esterifications of seven alcohols and six carboxylic acids were found to proceed very smoothly in the presence of 2-chloro-1-methylpyridinium iodide (the so-called Mukaiyama reagent) supported on polystyrene resin with the aid of microwave heating. All reactions were performed at 80 °C for 4-18 minutes in CH₂Cl₂ and Et₃N to give high yields (64-96%) of the esters via simple filtration of resin (20 examples).

Comment

The authors have recently reported the synthesis of the polymer-supported Mukaiyama reagent (J. Org. Chem. 2004, 69, 9316-9318).

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