4.7 Article

Chiral Calcium Phosphate-Catalyzed Enantioselective Amination of 3-Aryl-2-oxindoles with Dibenzyl Azodicarboxylate

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 12, Pages 8203-8212

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00432

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Funding

  1. National 1000 Talent Plan of China

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This study developed a chiral calcium phosphate-catalyzed enantioselective amination of 2-oxindoles with dibenzyl azodicarboxylate, resulting in consistently high yields and excellent enantioselectivity. This method features low catalyst loading and high catalytic efficiency, and its practical value is demonstrated through scale-up experiments and catalyst recovery and reuse trials.
A chiral calcium phosphate-catalyzed enantioselective amination of 2-oxindoles with dibenzyl azodicarboxylate has been developed, affording the products in consistently high yields and excellent enantioselectivity. This synthetic method features low catalyst loading and a high catalytic efficiency. Moreover, the practical value of this process is well demonstrated by a scale-up experiment and a trial of catalyst recovery and reuse.

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