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A Versatile Catalyst for Intermolecular Direct Arylation of Indoles with Benzoic Acids as Arylating Reagents
Author(s) -
Zhou Jun,
Hu Peng,
Zhang Min,
Huang Shijun,
Wang Min,
Su Weiping
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.201000529
Subject(s) - decarboxylation , reagent , catalysis , combinatorial chemistry , chemistry , benzoic acid , intermolecular force , organic chemistry , molecule
Coupled together : With a versatile catalyst system (Pd(TFA) 2 /Ag 2 CO 3 /propionic acid) both electron‐rich and ‐deficient benzoic acids serve as arylating reagents for the direct functionalization of a wide rage of indoles by a combination of decarboxylation and CH bond activation. Depending on the nature of the benzoic acids, the reaction occurs selectively at either the C2‐ or C3‐position of indoles, which may arise from two different catalytic pathways (see scheme; TFA=trifluoroacetate).