Synlett 2023; 34(18): 2227-2231
DOI: 10.1055/a-2150-2912
cluster
Modern Boron Chemistry: 60 Years of the Matteson Reaction

Conjugate Addition of Organoboron Compounds to α,β-Unsaturated Ketones Catalyzed by Nickelacycles

Kazuhiko Semba
,
Kotaro Nagase
,
Yoshiaki Nakao
This study was supported by JSPS KAKENHI Grant Number JP18K14213 and ISHIZUE 2021 of Kyoto University Research Development Program.


Abstract

The catalytic activity of nickelacycles in the conjugate addition of arylboronates to α,β-unsaturated ketones was investigated. Nickelacycles afforded β-arylated ketones in moderate to high yields, whereas an analogous palladacycle did not catalyze the reaction. Studies on the time course of the reaction confirmed that the nickelacycles act as active species in the conjugate addition reaction.

Supporting Information



Publication History

Received: 19 June 2023

Accepted after revision: 08 August 2023

Accepted Manuscript online:
08 August 2023

Article published online:
21 September 2023

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