Rhodium-Mediated Decarboxylative Conjugate Addition of Fluorinated Benzoic Acids: Stoichiometric and Catalytic Transformations

Depending on the bisphosphine ligand, the decarboxylation of 2,6‐difluorinated benzoic acids with a RhI catalyst in the presence of an acrylic ester or acrylamide led preferentially to conjugate addition (product 1) or Heck–Mizoroki arylation (product 2; binap=2,2′‐bis(diphenylphosphanyl)‐1,1′‐binap...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2009-01, Vol.48 (36), p.6726-6730
Main Authors: Sun, Zhong-Ming, Zhao, Pinjing
Format: Article
Language:English
Subjects:
Benzoates - chemistry
carboxylic acids
Catalysis
conjugate addition
Decarboxylation
Fluorine - chemistry
Heck–Mizoroki reaction
Molecular Structure
rhodium
Rhodium - chemistry
Stereoisomerism
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Summary:Depending on the bisphosphine ligand, the decarboxylation of 2,6‐difluorinated benzoic acids with a RhI catalyst in the presence of an acrylic ester or acrylamide led preferentially to conjugate addition (product 1) or Heck–Mizoroki arylation (product 2; binap=2,2′‐bis(diphenylphosphanyl)‐1,1′‐binaphthyl, diop=4,5‐bis(diphenylphosphanylmethyl)‐2,2‐dimethyl‐1,3‐dioxolane).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200901097