24455-26-3Relevant articles and documents
A Mild Method for Access to α-Substituted Dithiomalonates through C-Thiocarbonylation of Thioester: Synthesis of Mesoionic Insecticides
Di, Huiming,Jin, Hui,Ma, Yanrong,Ryu, Do Hyun,Wang, Xiaochen,Yang, Xinyue,Zhang, Lixin
supporting information, p. 3201 - 3206 (2021/05/31)
An efficient method for targeting a variety of symmetrical and asymmetrical α-substituted dithiomalonates (DTMs) is described, utilizing 1H-imidazole-1-carbothioates as reactive acylating agents and MgBr2?OEt2/DBU or LiHMDS for soft or hard enolization conditions of thioesters, respectively. The utility of this methodology was demonstrated through the synthesis of the pyridopyrimidine mesoionic insecticides: triflumezopyrim and dicloromezotiaz. (Figure presented.).
NOVEL DESULFURIZATION OF THIOCARBONYL COMPOUNDS INTO THEIR CARBONYL COMPOUNDS WITH TERTIARY BUTYL THIONITRATE
Kim, Jin Hyung,Kim, Yong Hae
, p. 1669 - 1670 (2007/10/02)
Various thiocarbonyl compounds such as thioamides, thiocarbamate, thiocarbonate, trithiocarbonate and thioketone were readily reacted with t-butyl thionitrate (t-BuSNO2) to give the corresponding carbonyl compounds in excellent yields under mild conditions.Desulfurization seems to be initiated via the selective nitrosation on the sulfur atom of thiocarbonyl group with t-BuSNO2.
N-NITROSAMINES AS REAGENTS FOR THE =C=S=C=O TRANSFORMATION
Jorgensen, K. A.,El-Wassimy, M. T. M.,Lawesson, S. -O.
, p. 469 - 474 (2007/10/02)
N-nitrosopiperidine and N-nitroso-N-methylaniline react in acidic solution with thiocarbonyl compounds to give the corresponding carbonyl analogues.Secondary- and tertiary thioamides, xanthione, thio- and dithiobutyrolactone, thiocoumarin, certain thiourea derivatives, dithio-O,O-thiocarbonic, S,S-trithiocarbonic- and N,N disubstituted thiocarbamic esters are all converted into the corresponding O-analogues.Thiobenzamide and N-phenylthiourea yield 1,2,4-thiadiazoles.All the reactions are run with iodide (I-) as NO+-carrier.The kinetics of the reaction have been studied under pseudo-first order conditions, and the reaction rate is proportional to the Pearson's nucleophilicity parameter of ions.The =C=S =C=O transformation is also found to take place in gastric juice.