Tetrahedron letters

The chemistry of an azomethine imine derived from 2, 3-dimethylindole and n-phenyl triazolinedione. A new and facile condensation method

RM Wilson, A Hengge

Index: Wilson, R. Marshall; Hengge, Alvan Tetrahedron Letters, 1985 , vol. 26, # 31 p. 3673 - 3676

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Citation Number: 12

Abstract

Abstract The urazole 3 derived from 2, 3-dimethylindole and PTAD has been found to be converted readily to the unusually stable azomethine imine 5 with t-butylhypochlorite followed by elimination of HCl. This azomethine imine has been shown to serve as a carbonyl-equivalent in a number of aldol-type condensations under mild conditions.