AI Article Synopsis
- The article discusses a new method for C-N cross-coupling reactions between sulfonamides and (hetero)aryl chlorides using nickel (Ni) catalysts instead of the traditional palladium (Pd) catalysts.
- This method employs air-stable nickel pre-catalysts, specifically (L)NiCl(o-tol), and does not require light (photocatalysis) to function effectively.
- The study highlights that the variety of electrophiles that can be used with this Ni-catalyzed process is greater than any previously established systems, making it a significant advancement in the field of organic chemistry.
Article Abstract
The development of Ni-catalyzed C-N cross-couplings of sulfonamides with (hetero)aryl chlorides is reported. These transformations, which were previously achievable only with Pd catalysis, are enabled by use of air-stable (L)NiCl(o-tol) pre-catalysts (L=PhPAd-DalPhos and PAd2-DalPhos), without photocatalysis. The collective scope of (pseudo)halide electrophiles (X=Cl, Br, I, OTs, and OC(O)NEt ) demonstrated herein is unprecedented for any reported catalyst system for sulfonamide C-N cross-coupling (Pd, Cu, Ni, or other). Preliminary competition experiments and relevant coordination chemistry studies are also presented.
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| http://dx.doi.org/10.1002/anie.202002392 | DOI Listing |
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