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

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