phcocl-pybasic alumina as a versatile reagent for benzoylation in solvent-free conditionsphcocl-pybasic氧化铝作为一个通用的苯甲酰化试剂在无溶剂的条件下.pdfVIP
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phcocl-pybasic alumina as a versatile reagent for benzoylation in solvent-free conditionsphcocl-pybasic氧化铝作为一个通用的苯甲酰化试剂在无溶剂的条件下
Molecules 2003, 8, 374-380
molecules
ISSN 1420-3049
PhCOCl-Py/Basic Alumina as a Versatile Reagent for
Benzoylation in Solvent-Free Conditions
Satya Paul *, Puja Nanda and Rajive Gupta
Department of Chemistry, University of Jammu, Jammu-180 006, India.
*Author to whom correspondence should be addressed; E-mail: paul7@; Phone: (+91)
191-2673841; Fax: (+91) 191-2505086.
Received: 9 December 2002; in revised form: 13 January 2003/ Accepted: 31 March 2003 / Published:
30 April 2003
Abstract: A solvent-free procedure using PhCOCl-Py/basic alumina under microwave
irradiation has been developed for N-, O- and S-benzoylation.
Keywords: Benzoylation, solvent-free conditions, microwave activation, PhCOCl, basic
alumina.
Introduction
Benzoylation is an important transformation in Organic Synthesis [1]. A number of reagents can be
used for carrying out this reaction, such as benzoyl chloride [1], benzoic anhydride [2],
benzoyltetrazole [3], 2-benzoyl-1-methylpyridinium chloride [4], S-benzoic-O,O-diethylphosphoro-
dithoic anhydride [5], benzoyl cyanide [6], etc. Though benzoyl chloride may be a health hazard due to
its toxicity, nevertheless it is widely used because of its ready availability and low cost. The reaction is
usually catalyzed by bases like pyridine, triethylamine and sodium hydroxide[7].
Recently, organic reactions on solid supports [8], and those assisted by microwaves, especially
under solvent-free conditions [9], have attracted much attention because of their enhanced selectivity,
milder react
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