@article{10272/23297,
year = {2023},
month = {8},
url = {https://hdl.handle.net/10272/23297},
abstract = {Among phenol-derived electrophiles, aryl sulfamates are attractive substrates since they can be employed as directing groups for C–H functionalization prior to catalysis. However, their use in C–N coupling is limited only to Ni catalysis. Here, we describe a Pd-based catalyst with a broad scope for the amination of aryl sulfamates. We show that the N-methyl-2-aminobiphenyl palladacycle supported by the PCyp2ArXyl2 ligand (Cyp = cyclopentyl; ArXyl2 = 2,6-bis(2,6-dimethylphenyl)phenyl) efficiently catalyzes the C–N coupling of aryl sulfamates with a variety of nitrogen nucleophiles, including anilines, primary and secondary alkyl amines, heteroaryl amines, N-heterocycles, and primary amides. DFT calculations support that the oxidative addition of the aryl sulfamate is the rate-determining step. The C–N coupling takes place through a cationic pathway in the polar protic medium.},
organization = {We thank financial support from MCIN/AEI/10.13039/501100011033 (Grant PID2020-113797RB-C22), US/JUNTA/FEDER, UE (Grant US-1262266), and FEDER, UE/Junta de Andalucía-Consejería de Transformación, Economía, r Industria, Conocimiento y Universidades (Grant P20_00624) for financial support. A.M. thanks MICINN for a research fellowship. A.P. thanks Ministerio de Universidades (Plan de Recuperación Transformación y Resilencia) for financial support. The use of computational resources of the Universidad de Granada (cluster Albaicin) is thankfully acknowledged.},
publisher = {American Chemical Society (ACS)},
title = {Broad-Scope Amination of Aryl Sulfamates Catalyzed by a Palladium Phosphine Complex},
doi = {10.1021/acscatal.3c03166},
author = {Monti, Andrea and López Serrano, Joaquín and Prieto Cárdenas, María Auxiliadora and Nicasio Jaramillo, María Carmen},
}