73551-23-2Relevant academic research and scientific papers
Preference of cis-Thioamide Structure in N-Thioacyl- N-methylanilines
Zhang, Jin,Liu, Zhulin,Yin, Zheng,Yang, Xiufang,Ma, Yangmin,Szostak, Roman,Szostak, Michal
supporting information, p. 9500 - 9505 (2020/12/21)
The thioamide group represents a highly attractive isostere of the amide bond. We report a combined structural and computational study on cis-thioamide conformation of N-thioacyl-N-methylanilines. Amide to thioamide replacement in a class of anilides that
An efficient synthesis of benzothiazole using tetrabromomethane as a halogen bond donor catalyst
Kazi, Imran,Sekar, Govindasamy
, p. 9743 - 9756 (2019/12/02)
An efficient and mild protocol has been developed for the synthesis of 2-substituted benzothiazole under solvent- and metal-free conditions using CBr4 as the catalyst. This process involves the activation of a thioamide through halogen bond formation between the sulphur atom of the thioamide and bromine atom of the CBr4 molecule. The presence of halogen-bonding interaction between N-methylthioamides and tetrabromomethane has been demonstrated with several control experiments, spectroscopic analysis and density functional theory (DFT). This methodology has a wide substrate scope for the synthesis of both 2-alkyl and 2-aryl substituted benzothiazoles.
α-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp3)-H Coupling
Spangler, Jillian E.,Kobayashi, Yoshihisa,Verma, Pritha,Wang, Dong-Hui,Yu, Jin-Quan
supporting information, p. 11876 - 11879 (2015/10/05)
Pd(II)-catalyzed α-C(sp3)-H arylation of pyrrolidines, piperidines, azepanes, and N-methylamines with arylboronic acids has been developed for the first time. This transformation is applicable to wide arrays of pyrrolidines and boronic acids, including heteroaromatic boronic acids. A diastereoselective one-pot heterodiarylation of pyrrolidines has also been achieved.
10. Nucleophile Aminoalkylierung mit Thiopivalamiden
Lubosch, Winfried,Seebach, Dieter
, p. 102 - 116 (2007/10/02)
Of the twelwe thioamides 7a-e and 8a-g, only N,N-dimethylthiopivalamide (7a) could be metallated at the CH-group in α-position to the N-atom.The reagent 9 thus obtained (Table 1) reacts in high yields with primary haloalkanes, with aldehydes, and with non-enolizable ketones (Table 2).As shown in Scheme 1, the products can be hydrolyzed to pivalamides, cleaved to secondary amines, or reduced to neopentylamines (see 18/19, 15/equation (4) and (5), and 16/20, respectively).
