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DalPhos/Nickel-Catalyzed C2-H Arylation of 1,3-Azoles Using a Dual-Base System

Nicholas E. Bodé, Mark Stradiotto*

*Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2, Canada, Email: mark.stradiottodal.ca

N. E. Bodé, M. Stradiotto, Org. Lett., 2023, 25, 8809-8813.

DOI: 10.1021/acs.orglett.3c03393


Abstract

The use of a tert-butylimino-tri(pyrrolidino)phosphorane/sodium trifluoroacetate (BTPP/NaTFA) "dual-base" system in combination with an air-stable Ni(II) precatalyst containing either CyPAd-DalPhos or PhPAd-DalPhos enables a C2 arylation of (benz)oxazoles and (benzo)thiazoles with hetero)aryl chlorides as well as pivalates, tosylates, and other related phenol derivatives.

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Key Words

benzoxazoles, oxazoles, arylation


ID: J54-Y2023