4.7 Article

endo-5-Norbornene-2,3-dimethanol-promoted asymmetric Heck/Suzuki cascade reaction of N-(2-bromophenyl)acrylamides

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ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 20, 页码 5557-5563

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00998f

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资金

  1. National Natural Science Foundation of China [NSFC-22171224, 21971204, 21702161]
  2. Innovation Capability Support Program of Shaanxi Province [2020TD-022]
  3. Education Department of Shaanxi Province [19JS064]

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A highly enantioselective palladium-catalyzed Heck/Suzuki cascade reaction of N-(2-bromophenyl)acrylamides has been developed. The key to the success of this transformation was found to be the endo-5-norbornene-2,3-dimethanol helping prevent transmetalation of the aryl-palladium complex. The reaction was shown to tolerate a wide range of functional groups and provide straightforward access to an array of oxindoles with excellent ee values.
A highly enantioselective palladium-catalyzed Heck/Suzuki cascade reaction of N-(2-bromophenyl)acrylamides has been developed. The key to the success of this transformation was found to be the endo-5-norbornene-2,3-dimethanol helping prevent transmetalation of the aryl-palladium complex. The reaction was shown to tolerate a wide range of functional groups and provide straightforward access to an array of oxindoles with excellent ee values.

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