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Ynamide-Mediated Intermolecular Esterification

delete2020-03-31
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PRE
AI
W
Wang, Xuewei
Y
Yang Yang
赵永礼 cover
赵永礼 (Yongli Zhao)
W
Wang, Sheng
W
Wenchang Hu
L
Li, JM
Z
Zihao Wang
F
Feng‐Ling Yang *
DOI:10.1021/acs.joc.0c00485delete
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Abstract

Abstract

En 中文
An ynamide-mediated one-pot, two-step intermolecular esterification via the condensation of carboxylic acids with nucleophilic hydroxyl species was reported. A broad substrate scope with respect to carboxylic acids, alcohols, and phenols was observed. The alpha-acyloxyenamide intermediates formed by the addition of carboxylic acids to ynamides proved to be effective acylating reagents for the esterification of alcohol and phenol derivatives with the assistance of base catalysis. Notably, the racemization of the alpha-chiral center of carboxylic acids can be avoided.
Keywords:
OXIDATIVE CARBONYLATION
COUPLING REAGENTS
TERMINAL ALKYNES
ARYL-ALKYNOATES
ACIDS
CYCLIZATION
ALCOHOLS
CATALYST
SALTS
ALKOXYCARBONYLATION
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Journal

Journal of Organic Chemistry cover
Journal of Organic Chemistry
IF:
3.6
Papers:
5.4W
Citations:
8.8W

Organization

J
Jiangxi Normal University
Scholars:
6.9K
Papers: 4.7K
Citations: 8.8K
H
henan university of urban construction
Scholars:
878
Papers: 617
Citations: 0
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