2178-24-7Relevant articles and documents
Borylation of Unactivated C(sp3)-H Bonds with Bromide as a Traceless Directing Group
Zhang, Ge,Li, Meng-Yao,Ye, Wen-Bo,He, Zhi-Tao,Feng, Chen-Guo,Lin, Guo-Qiang
supporting information, p. 2948 - 2953 (2021/05/05)
A palladium-catalyzed alkyl C-H borylation with bromide as a traceless directing group is described, providing a convenient approach to access alkyl boronates bearing a β-all-carbon quaternary stereocenter. The protocol features a broad substrate scope, excellent site selectivity, and good functional group tolerance.
Customized Buchwald-Type Phosphines Bearing an "Inverted" Pyrimidinium Betaine as an Aryl Group Surrogate - Synthesis and Coordination Chemistry with Gold(I)
No?l-Duchesneau, Ludovik,Lugan, No?l,Lavigne, Guy,Labande, Agnès,César, Vincent
, p. 1752 - 1758 (2015/04/14)
A new ligand scaffold inspired by Buchwald-type phosphines is disclosed. Its design consists of the formal replacement of the distal aryl group of the original archetype by a pyrimidinium betaine connected to the o-phosphinophenyl moiety through the C-5 position of its malonate subunit. A productive synthetic pathway towards this phosphine is described along with its ability to coordinate to a gold(I) center. A weak bonding interaction between the metal center and the malonate group is observed in the solid state.
Synthesis of α-aryl esters and nitriles: Deaminative coupling of α-aminoesters and α-aminoacetonitriles with arylboronic acids
Wu, Guojiao,Deng, Yifan,Wu, Chaoqiang,Zhang, Yan,Wang, Jianbo
supporting information, p. 10510 - 10514 (2016/02/18)
Transition-metal-free synthesis of α-aryl esters and nitriles using arylboronic acids with α-aminoesters and α-aminoacetonitriles, respectively, as the starting materials has been developed. The reaction represents a rare case of converting C(sp3)-N bonds into C(sp3)-C(sp2) bonds. The reaction conditions are mild, demonstrate good functional-group tolerance, and can be scaled up. Touch base: A transition-metal-free protocol for the synthesis of α-aryl esters and nitriles by deaminative coupling is presented. Strong bases and transition-metal catalysts are not needed. The new synthetic method uses readily available starting materials and demonstrates wide substrate scope.
