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Published on: June 13, 2022
PIDA-Mediated Rearrangement for the Synthesis of Enantiopure Triazolopyridinones
Zenghui Ye1,2, Hong Zhang1, Na Chen1
1College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, P.R. China.
Abstract:
A tandem oxidative cyclization/1,2-carbon migration of hydrazides for the synthesis of otherwise inaccessible hindered or enantiopure triazolopyridinones has been developed. This protocol exhibits broad substrate scope and can be easily scaled up by continuous flow synthesis under mild conditions. Most importantly, this method demonstrates a rearrangement with retention of configuration and can be readily applied for the late-stage modification of carboxylic-acid-containing pharmaceuticals, amino acids, and natural products to access enantiopure triazolopyridinones.
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