2628-58-2Relevant 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.
Reactions of Hexadehydro-Diels-Alder (HDDA)-Derived Benzynes with Thioamides: Synthesis of Dihydrobenzothiazino-Heterocyclics
Palani, Vignesh,Chen, Junhua,Hoye, Thomas R.
supporting information, p. 6312 - 6315 (2016/12/23)
Reaction of thioamides (e.g., II) with benzynes generated by the hexadehydro-Diels-Alder (HDDA) cycloisomerization (e.g., I) produces dihydrobenzothiazines (e.g., III). It is postulated that the reaction proceeds via benzothietene (cf. IV) and o-thiolatoa
Facile preparation of amides from thioamides by ceric ammonium nitrate
Movassagh, Barahman,Meibodi, Forhatosadat,Sobhani, Shahin
, p. 1296 - 1298 (2007/10/03)
Ceric ammonium nitrate (CAN) is found to be a good oxidizing agent which converts thioamides into their oxygen analogues in aqueous acetic acid under very mild conditions.
The reaction of α-amino-substituted diphenylphosphine oxide anions with elemental sulfur and selenium. A new route to thio- and selenoamides
Otten, P. A.,Gen, A. van der
, p. 499 - 506 (2007/10/02)
The lithiated anions of α-amino-substituted diphenylphosphine oxides 1, in which R can be hydrogen, aryl, alkyl and alkenyl, react with two equivalents of sulfur or selenium to form thio- and selenoamides, which can be isolated in good to excellent yields
A new synthesis of thioamides and dithiocarbamates from organolithium derivatives
Gronowitz,Hornfeldt,Temciuc
, p. 483 - 484 (2007/10/02)
The reaction of organolithium derivatives with thiuram monosulfides gives a convenient method for the synthesis of both aromatic and aliphatic thioamides in good yields. In our hands, the reaction of organolithium derivatives with tetramethylthiuram disul
X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 20. DECARBOXYLATION OF α-IMINO ACIDS. MECHANIZM AND APPLICATIONS TO THIOAMIDE SYNTHESIS
Aly, Moustafa F.,Grigg, Ronald
, p. 7271 - 7282 (2007/10/02)
α-Imino acids, prepared from α-keto acids and primary amines, undergo facile decarboxylation to the corresponding imines on heating at =80 deg C in benzene or methylene chloride.Decarboxylation proceeds via a 1,2-ylide which can be trapped by sulphur to give the corresponding secondary thioamides in good yield. 1,2-Ylides from secondary amines and α-keto acids can be generated in situ and trapped with sulphur to give tertiary thioamides in excellent yield.
Electroreduction of Organic Compounds, 6. Electroreduction of N,N-Disubstituted Thioamides in the Presence of Electrophils
Voss, Juergen,Wiegand, Gabriele,Huelsmeyer, Karin
, p. 4806 - 4820 (2007/10/02)
Electron-uptake by the N,N-disubstituted thioamides 1-4 in aprotic medium and the behaviour of their radical anions depend substantially on the nature of the thioacyl group and the nitrogen substituents as shown by polarographic and cyclovoltammetric measurements. - Good yields of the α-amino thioethers 8-13 are obtained by preparative electroreduction in the presence of alkylating agents.The corresponding α-amino-silyl thioethers 23 are further reduced to α-(trimethylsilyl)benzylamines 24.In the presence of oxygen and ethyl halide S-ethyl thiobenzoate (27) is formed from 2a or c.
