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Nickel-Catalyzed Cross-Coupling of Sulfonamides With (Hetero)aryl Chlorides.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-03-11 , DOI: 10.1002/anie.202002392
Ryan T McGuire 1 , Connor M Simon 1 , Arun A Yadav 2 , Michael J Ferguson 3 , Mark Stradiotto 1
Affiliation  

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)NEt2 ) 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.

中文翻译:

镍催化的磺酰胺与(杂)芳基氯化物的交叉偶联。

据报道,Ni催化的磺酰胺与(杂)芳基氯化物的CN交叉偶联的发展。这些转变以前只能通过Pd催化才能实现,可以通过使用空气稳定的(L)NiCl(o-tol)预催化剂(L = PhPAd-DalPhos和PAd2-DalPhos)来实现,而无需进行光催化。对于任何已报道的磺酰胺CN交叉偶联催化剂体系(Pd,Cu,Ni或O),本文证明的(伪)卤化亲电试剂(X = Cl,Br,I,OTs和OC(O)NEt2)的总体范围是前所未有的。其他)。还提供了初步竞争实验和相关的配位化学研究。
更新日期:2020-03-11
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