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Regiospecific Synthesis of 7‐Hydroxyindoles from Pyrroles by Anionic Benzannulation
Author(s) -
Dinda Bidyut Kumar,
Basak Shyam,
Mal Dipakranjan
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402486
Subject(s) - synthon , chemistry , annulation , pyrrole , combinatorial chemistry , organic chemistry , catalysis
Anionic annulation of appropriate 2,3‐disubstituted pyrroles with Michael acceptors provides an expedient route to densely substituted 7‐hydroxyindoles. Intrinsic to the methodology, the resulting substituents are disposed in a fully regiocontrolled manner. The methodology is applicable to the synthesis of 7‐hydroxybenzofurans. None of the indoles/benzofurans or pyrrole synthons synthesized in this study have hitherto been reported.