Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/61965
Title: Cp∗Rh(III)-catalyzed electrophilic amination of arylboronic acids with azo compounds for synthesis of arylhydrazides
Authors: Lau, YF
Chan, CM
Zhou, Z
Yu, WY 
Issue Date: 2016
Publisher: Royal Society of Chemistry
Source: Organic & biomolecular chemistry, 2016, v. 14, no. 28, p. 6821-6825 How to cite?
Journal: Organic & biomolecular chemistry 
Abstract: A [Cp∗Rh(iii)]-catalyzed electrophilic amination of arylboronic acids with diethyl azodicarboxylate (DEAD) was developed, and arylhydrazides were produced in excellent yields and selectivity. The analogous amination with the arylazocarboxylates afforded the corresponding N,N-diarylhydrazides. The electrophilic amination of arylboronic acids with azocarboxylates proceeds readily under mild conditions with excellent functional group tolerance. Up to 99% yields were obtained. Preliminary mechanistic studies revealed that prior formation of an arylrhodium(iii) intermediate for the azo coupling reaction can be ruled out.
URI: http://hdl.handle.net/10397/61965
ISSN: 1477-0520
EISSN: 1477-0539
DOI: 10.1039/c6ob00719h
Rights: The article is licensed under a Creative Commons Attribution 3.0 Unported (CC BY 3.0) <https://creativecommons.org/licenses/by-nc/3.0/>
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