Tetrahedron

Facile and selective synthesis of chloronicotinaldehydes by the Vilsmeier reaction

B Gangadasu, P Narender, SB Kumar, M Ravinder…

Index: Gangadasu; Narender; Bharath Kumar; Ravinder; Ananda Rao; Ramesh; China Raju; Jayathirtha Rao Tetrahedron, 2006 , vol. 62, # 35 p. 8398 - 8403

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Citation Number: 52

Abstract

Eleven enamides were prepared by adopting different procedures. The various enamides prepared were subjected to Vilsmeier reaction using (i) POCl3/DMF;(ii) diphosgene/DMF;(iii) triphosgene/DMF leading to the formation of various multisubstituted chloronicotinaldehydes . Studies carried out indicate that Vilsmeier reagent concentration and the replacement of POCl3 by diphosgene or triphosgene, provides excellent selectivity and higher yields. ...