20807-99-2Relevant 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.).
A simple and direct method for converting thioamides into thioesters
Harrowven, David C.,Lucas, Matthew C.,Howes, Peter D.
, p. 1187 - 1196 (2007/10/03)
Thioamides may be transformed into thioesters through the simple expedient of warming them in an aqueous THF solution containing an alkylating agent. Reactions proceed in high yield and are amenable to multi-gram scale.
ACTIVITY OF 1-OXA-3-THIACYCLOALKANES AND 2-ALKYLTHIOOXACYCLANES IN FREE-RADICAL ISOMERIZATION
Zorin, V. V.,Batyrbaev, N. A.,Zlot-skii, S. S.,Rakhmankulov, D. L.
, p. 347 - 352 (2007/10/02)
It was established that radical isomerization to alkyl esters of thiocarboxylic acids, initiated by tert-butyl peroxide at 130-150 deg C, is a common reaction for five-, six- and seven-membered 1-oxa-3-thiacycloalkanes and 2-alkylthiooxacycloalkanes.Under analogous conditions 2-diethylaminotetrahydropyran isomerizes to N,N-diethylvaleramide.The relation between the structure and the reactivity of 1-oxa-3-thiacycloalkanes and 2-alkylthiooxacycloalkanes in free-radical isomerisation was studied by the method of competing reactions.Depending on the ring size, the activity of the 1-oxa-3-thiacycloalkanes increases in the order : 1,3-oxathianes 1,3-oxathiolanes 1,3-oxathiepanes.