The Chemistry of an Azomethine Imine Derived From 2,3-Dimethylindole and N-Phenyl Triazolinedione: A New and Facile Condensation Method

Authors

R. Marshall Wilson, University of Cincinnati
Alvan C. Hengge, Utah State UniversityFollow

Document Type

Article

Journal/Book Title

Tetrahedron Letters

Publication Date

1985

Volume

26

First Page

3673

Last Page

3676

Abstract

The urazole 3 derived from 2,3-dimethylindole and PTAD has been found to be converted redily to the unusually stabel azomethine imine 5 with t-butlyhypochlorite 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.

Recommended Citation

R. M. Wilson and A. C. Hengge. “The Chemistry of an Azomethine Imine Derived From 2,3- Dimethylindole and N-Phenyl Triazolinedione: A New and Facile Condensation Method.” Tetrahedron Letters. 1985, 26, 3673-3676.