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Beneficial effect of carboxylic acid additives on the Pd-catalyzed intramolecular N-arylation of 2-amino-3-(2-chlorophenylsulfonyl)pyrroles
Authors:Perounsack X Moon  Chad E Stephens
Institution:Department of Chemistry and Physics, Georgia Regents University, Augusta, GA 30904, USA
Abstract:Carboxylic acid additives have been shown to significantly improve the yield of the Pd-catalyzed intramolecular N-arylation of 2-aminopyrroles containing a 2-chlorophenylsulfonyl group at the 3-position to give a novel tricyclic ring system. Pivalic and phenylacetic acid provided the best yield enhancement, while acetic acid showed moderate enhancement. Other acids showed limited to no enhancement or even a detrimental effect on the reaction.
Keywords:Buchwald&ndash  Hartwig reaction  Intramolecular N-arylation  2-Aminopyrrole  Carboxylic acid additive  Pyrrolo[3  2-b]benzo[1  4]thiazine
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