Tetrahedron letters

Anionic [4+ 2] cycloaddition reactions of indole-2, 3-dienolate with dienophiles: a facile regiospecific route to substituted carbazoles

MVB Rao, J Satyanarayana, H Ila, H Junjappa

Index: Rao, Mandava V. Basaveswara; Satyanarayana, Janagani; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Tetrahedron Letters, 1995 , vol. 36, # 19 p. 3385 - 3388

Full Text: HTML

Citation Number: 33

Abstract

Indole 2, 3-dienolate derived by deprotonation of 1, 2-dimethylindole-3-carboxaldehyde is shown to be useful 1, 4-dipole synthon (anionic indolo-2, 3-quinodimethane) which undergoes facile cycloaddition with wide range of dienophiles affording substituted carbazoles in highly regiospecific fashion.