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

Rao, Mandava V. Basaveswara ; Satyanarayana, Janagani ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (1995) Anionic [4+2] cycloaddition reactions of indole-2,3-dienolate with dienophiles: a facile regiospecific route to substituted carbazoles Tetrahedron Letters, 36 (19). pp. 3385-3388. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4039(95)00488-X

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.

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