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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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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cited_by cdi_FETCH-LOGICAL-a315t-eddcb0adbb3527df8518241478fe93dc5f60bdc1d77ec60c3507fad0ce69838d3
cites cdi_FETCH-LOGICAL-a315t-eddcb0adbb3527df8518241478fe93dc5f60bdc1d77ec60c3507fad0ce69838d3
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container_title Journal of organic chemistry
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creator Zhang, Mingliang
Zhang, Hui-Jun
Han, Tiantian
Ruan, Wenqing
Wen, Ting-Bin
description 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.
doi_str_mv 10.1021/jo502231y
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Benzoates - chemistry
Catalysis
Isocoumarins - chemical synthesis
Isocoumarins - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Oxidation-Reduction
Rhodium - chemistry
Vinyl Compounds - chemistry
title Rh(III)-Catalyzed Oxidative Coupling of Benzoic Acids with Geminal-Substituted Vinyl Acetates: Synthesis of 3‑Substituted Isocoumarins
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