1246965-90-1Relevant academic research and scientific papers
Enantioselective Synthesis of Atropisomeric Biaryls by Pd-Catalyzed Asymmetric Buchwald–Hartwig Amination
Zhang, Peng,Wang, Xiao-Mei,Xu, Qi,Guo, Chang-Qiu,Wang, Peng,Lu, Chuan-Jun,Liu, Ren-Rong
, p. 21718 - 21722 (2021)
N?C Biaryl atropisomers are prevalent in natural products and bioactive drug molecules. However, the enantioselective synthesis of such molecules has not developed significantly. Particularly, the enantioselective synthesis of N?C biaryl atropisomers by stereoselective metal-catalyzed aryl amination remains unprecedented. Herein, a Pd-catalyzed cross-coupling strategy is presented for the synthesis of N?C axially chiral biaryl molecules. A broad spectrum of N?C axially chiral compounds was obtained with excellent enantioselectivities (up to 99 % ee) and good yields (up to 98 %). The practicality of this reaction was validated in the synthesis of useful biological molecules.
Copper-catalyzed thiolation annulations of 1,4-dihalides with sulfides leading to 2-trifluoromethyl benzothiophenes and benzothiazoles
Li, Chun-Lin,Zhang, Xing-Guo,Tang, Ri-Yuan,Zhong, Ping,Li, Jin-Heng
supporting information; experimental part, p. 7037 - 7040 (2010/11/17)
Copper-catalyzed double thiolation reaction of 1,4-dihalides with sulfides has been developed for selectively synthesizing 2-trifluoromethyl benzothiophenes and benzothiazoles. In the presence of CuI, a variety of 2-halo-1-(2-haloaryl)-3,3,3-trifluoropropylenes smoothly underwent the thiolation annulation with Na2S to afford 2-trifluoromethyl benzothiophenes in moderate to good yields. Moreover, the conditions are compatible with N-(2-haloaryl)trifluoroacetimidoyl chlorides in the presence of NaHS and K3PO4, leading to 2-trifluoromethyl benzothiazoles.
