736184-66-0Relevant articles and documents
Enantioselective Construction of Axially Chiral Amino Sulfide Vinyl Arenes by Chiral Sulfide-Catalyzed Electrophilic Carbothiolation of Alkynes
Ji, Jieying,Jiang, Quanbin,Liang, Yaoyu,Luo, Jie,Zhang, Xiaoyan,Zhao, Xiaodan
supporting information, p. 4959 - 4964 (2020/02/11)
The enantioselective construction of axially chiral compounds by electrophilic carbothiolation of alkynes is disclosed for the first time. This enantioselective transformation is enabled by the use of a Ts-protected bifunctional sulfide catalyst and Ms-protected ortho-alkynylaryl amines (Ts=tosyl; Ms=mesyl). Both electrophilic arylthiolating and electrophilic trifluoromethylthiolating reagents are suitable for this reaction. The obtained products of axially chiral vinyl–aryl amino sulfides can be easily converted into biaryl amino sulfides, biaryl amino sulfoxides, biaryl amines, vinyl–aryl amines, and other valuable difunctionalized compounds.
A Synthetic Route to Chiral Benzo-Fused N-Heterocycles via Sequential Intramolecular Hydroamination and Asymmetric Hydrogenation of Anilino-Alkynes
Xu, Cong,Feng, Yu,Li, Faju,Han, Jiahong,He, Yan-Mei,Fan, Qing-Hua
supporting information, p. 3979 - 3990 (2019/11/14)
An efficient sequential intramolecular hydroamination/asymmetric hydrogenation reaction under catalysis of a single chiral ruthenium complex or a binary system consisting of achiral gold complex and chiral ruthenium complex has been reported. A diverse range of enantioenriched benzo-fused N-heterocycles, including 1,2,3,4-tetrahydroquinoline, indoline, and 2,3,4,5-tetrahydro-1H-benzo[b]azepine derivatives, were obtained from anilino-alkynes in high yields (up to 98%) with moderate to excellent enantioselectivities (up to 98% ee) under mild conditions. This protocol features good functional group tolerance and high atom economy. Furthermore, this catalytic protocol is applicable to gram-scale synthesis of a naturally occurring alkaloid, (-)-Angustureine.
Bronsted acid-promoted sequential hydroarylation-hydroamidation of arene-tethered 1-(2-alkynylphenyl)ureas: Direct access to 4,4-spiro-3,4-dihydro- 2-(1H)-quinazolinones
Wang, Honggen,Zhao, Jiaji,Zhang, Jiancun,Zhu, Qiang
supporting information; experimental part, p. 2653 - 2658 (2011/12/01)
A Bronsted acid-promoted approach to 4,4-sipro-3,4-dihydro-2-(1H)- quinazolinones from arene-tethered 1-(2-alkynylphenyl)ureas has been developed. The reaction is initiated by intramolecular hydroarylation followed by hydroamidation, assisted by intramole
