1963-42-4Relevant articles and documents
In Situ vinylpyrrole synthesis. Diels-alder reactions with maleimides to give tetrahydroindoles
Noland, Wayland E.,Lanzatella, Nicholas P.,Sizova, Elena P.,Venkatraman, Lakshmanan,Afanasyev, Oleg V.
scheme or table, p. 503 - 534 (2009/09/05)
(Chemical Equation Presented) A series of 108 tetrahydroindoles has been prepared by a one-pot synthesis from 2-alkylpyrroles, cyclic ketones, maleimides, and an acid catalyst. A 5-vinylpyrrole is formed by an acid-catalyzed condensation of a 2-alkyl-substituted pyrrole with a ketone, which is subsequently trapped in situ by a maleimide in a predominantly endo-addition Diels-Alder reaction. Isomerization of the double bond into the pyrrole ring gives a tetrahydroindole with predominant cis-fusion of the cycloalkane ring.
Tandem Alkylation-Reduction of 2-Acylpyrroles. Convenient One-Pot Syntheses of 2-Benzylpyrroles
Schumacher, Doris P.,Hall, Stan S.
, p. 5060 - 5064 (2007/10/02)
Tandem alkylation-reduction of 2-acylpyrroles is described for the convenient one-pot syntheses of 2-benzylpyrroles.By this convenient procedure 2-(p-methoxybenzyl)pyrrole (2), 2-benzylpyrrole (3), 2-(p-methylbenzyl)pyrrole (4), 2-(o-methoxybenzyl)pyrrole