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Papers of the Week


Papers: 29 Apr 2023 - 5 May 2023

RESEARCH TYPE:
Basic Science, Methodology


Molecular/Cellular, Pharmacology/Drug Development

PAIN TYPE:
Migraine/Headache


2023 Apr 28


Org Lett


37114772

Light-Promoted Ni-Catalyzed Cross-Coupling of Aryl Chlorides with Hydrazides: Application to the Synthesis of Rizatriptan.

Authors

Li F, Xiong W, Song G, Yan Y, Li G, Wang C, Xiao J, Xue D

Abstract

A general and highly efficient photochemical C-N coupling reaction of challenging (hetero)aryl chlorides with hydrazides is reported. Catalyzed by a Ni(II)-bipyridine complex, this reaction provides an efficient tool for the synthesis of arylhydrazines in the presence of a soluble organic amine base without an external photosensitizer. The reaction features a wide substrate range (54 examples) and excellent functional group tolerance. The method has also been successfully applied to the three-step concise synthesis of rizatriptan, an effective drug for migraine and cluster headaches.