Pyrrole Studies. Part 40.1Synthesis of 2- and 3-Substitoted 1-Methylindoles from Vinylpyrroles.
- 1 October 1988
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 18 (14) , 1669-1678
- https://doi.org/10.1080/00397918808081328
Abstract
4-Substituted-2-vinylpyrroles are more reactive than 2-substituted-4-vinylpyrroles in their reaction with DMAD to yield, respectively, 6/7- and 4,5-dihydroindoles, which are readily dehydrogenated to give indoles possessing electron-withdrawing substitutents at the 3- and 2-positions.Keywords
This publication has 5 references indexed in Scilit:
- Pyrrole studies—XXIVTetrahedron, 1981
- Pyrrole chemistry. XXII. A "one-pot" synthesis of some 4-acylpyrrole-2-carboxaldehydes from pyrroleCanadian Journal of Chemistry, 1980
- Pyrrole studies. 22. [4.pi. + 2.pi.] Cycloaddition reactions with vinylpyrrolesThe Journal of Organic Chemistry, 1980
- 2-(Trichloroacetyl)pyrroles as intermediates in the preparation of 2,4-disubstituted pyrrolesThe Journal of Organic Chemistry, 1978
- Pyrrole chemistry. XIX. Reactions of 2-pyrrolecarbonitrile and its 4-substituted derivativesCanadian Journal of Chemistry, 1978