Rh(III)-Catalyzed Oxidative Coupling of Benzoic Acids with Geminal-Substituted Vinyl Acetates: Synthesis of 3‑Substituted Isocoumarins

The Rh(III)-catalyzed C–H activation initiated cyclization of benzoic acids with electron-rich geminal-substituted vinyl acetates was described. The reaction was employed to prepare a range of 3-aryl and 3-alkyl substituted isocoumarins selectively.

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Bibliographic Details
Published in:Journal of organic chemistry 2015-01, Vol.80 (1), p.620-627
Main Authors: Zhang, Mingliang, Zhang, Hui-Jun, Han, Tiantian, Ruan, Wenqing, Wen, Ting-Bin
Format: Article
Language:English
Subjects:
Benzoates - chemistry
Catalysis
Isocoumarins - chemical synthesis
Isocoumarins - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Oxidation-Reduction
Rhodium - chemistry
Vinyl Compounds - chemistry
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Description
Summary:The Rh(III)-catalyzed C–H activation initiated cyclization of benzoic acids with electron-rich geminal-substituted vinyl acetates was described. The reaction was employed to prepare a range of 3-aryl and 3-alkyl substituted isocoumarins selectively.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo502231y