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Palladium-catalyzed cross-coupling of (hetero)aryl or alkenyl sulfonates with aryl titanium as the multi-functional reagent

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Abstract

The first palladium-catalyzed cross-coupling reaction of aryl/heteroaryl and alkenyl mesylates and tosylates with aryl titanium as the multi-functional reagent is reported. Using the catalyst system of Pd(OAc)2 associated with the new NMe2-CM-Phos (L14), a broad range of electron-rich, electron-neutral, electron-deficient, and sterically hindered aryl/heteroaryl and alkenyl mesylates and tosylates are well coupled with aryl titanium reagents to give the corresponding products in good to excellent yields. The catalyst loading down to 0.2 mol% Pd and the reaction time shortening to 10 min can be achieved. The reaction can be easily scaled up to the gram scale without diminishing the product yield.

Graphical abstract: Palladium-catalyzed cross-coupling of (hetero)aryl or alkenyl sulfonates with aryl titanium as the multi-functional reagent

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Article information


Submitted
29 Dec 2019
Accepted
24 Feb 2020
First published
03 Mar 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Palladium-catalyzed cross-coupling of (hetero)aryl or alkenyl sulfonates with aryl titanium as the multi-functional reagent

H. W. Lee, C. M. So, O. Y. Yuen, W. T. Wong and F. Y. Kwong, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01537J

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