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Synthesis of Indoles by Conjugate Addition and Ligand‐Free Copper‐Catalyzed Intramolecular Arylation of Activated Acetylenes with o ‐Haloanilines
Author(s) -
Gao Detian,
Parvez Masood,
Back Thomas G.
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002628
Subject(s) - intramolecular force , conjugate , copper , chemistry , ligand (biochemistry) , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry , receptor , mathematical analysis , biochemistry , mathematics
Air and water welcome — ligands need not apply! A simple and efficient new synthesis of variously functionalized and substituted indoles was achieved by the addition and copper‐catalyzed coupling of N ‐formyl‐ o ‐haloanilines with acetylenic sulfones, esters and ketones (see scheme; EWG=electron‐withdrawing group). The reaction employs copper(II) acetate under ligand‐free conditions without the need for exclusion of air and moisture.