Pd(ii)/Ag(i)-Cocatalyzed ortho direct arylation of O-phenylcarbamates with pinacol aryl boronates

Literature Information

Publication Date 2019-03-05
DOI 10.1039/C9QO00227H
Impact Factor 5.281
Authors

Huijun Ma, Tao Wang, Chenying Gao, Guangshen Li, Minghao Zhang


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Abstract

Ortho direct arylation of O-phenylcarbamates using aryl boronates as coupling partners has been realized for the first time in the literature. A mechanistic investigation showed that the Wheland intermediate with ortho C–H remaining after carbopalladation was the key intermediate for further transformation. Isotope competition experiments indicated that C–H cleavage was not involved in the rate-determining step.

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Contents list

Front/Back Matter

DOI: 10.1039/C2PY90005J

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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