Synthesis of beta-phenylchalcogeno-alpha, beta-unsaturated esters, ketones and nitriles using microwave and solvent-free conditions

A simple, clean and efficient solvent-free protocol was developed for hydrochalcogenation of alkynes containing a Michael acceptor (ester, ketone and nitrile) with phenylchalcogenolate anions generated in situ from the respective diphenyl dichalcogenide (Se, Te, S), using alumina supported sodium borohydride. This efficient and improved method is general and furnishes the respective (Z)-beta-phenylchalcogeno-<FONT FACE=Symbol>a,b</FONT>-unsaturated esters, ketones and nitriles, in good yield and higher selectivity, compared with those that use organic solvent and inert atmosphere. The use of microwave (MW) irradiation facilitates the procedure and accelerates the reaction.

Bibliographic Details

Main Authors:	Lenardão,Eder J., Silva,Márcio S., Mendes,Samuel R., Azambuja,Francisco de, Jacob,Raquel G., Santos,Paulo César Silva dos, Perin,Gelson
Format:	Digital revista
Language:	English
Published:	Sociedade Brasileira de Química 2007
Online Access:	http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532007000500011
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