20876-81-7Relevant academic research and scientific papers
Ynamide-Mediated Thionoester and Dithioester Syntheses
Yao, Chaochao,Yang, Jinhua,Lu, Xiaobiao,Zhang, Shuyu,Zhao, Junfeng
, p. 6628 - 6631 (2020/09/02)
A novel ynamide-mediated synthesis of thionoesters and dithioesters is described. The selective addition reactions of various monothiocarboxylic acids with ynamide furnish α-thioacyloxyenamides, which undergo transesterification with nucleophilic -OH or -SH species to afford thionoesters and dithioesters, respectively. The broad substrate scope, mild reaction conditions, and excellent yields make this method an attractive synthetic approach to thionoesters and dithioesters.
Kinetics and mechanism of the aminolysis of phenyl dithiobenzoates
Oh, Hyuck Keun,Shin, Chul Ho,Lee, Ikchoon
, p. 1169 - 1174 (2007/10/02)
The kinetics and mechanism of the reactions of phenyl dithiobenzoates with anilines in acetonitrile at 55.0 deg C have been studied.The large magnitude of βx(βnuc) and the signs of cross-interaction constants, ρeXY > 0, ρYZ XZ > 0, are all consistent with the carbonyl addition mechanism in which the breakdown of the tetrahedral intermediate, T+/-, is rate limiting.The thiocarbonyl group (C=S) is found to favour amine expulsion in contrast to the carbonyl group (C=O) which favours the S-bonded nucleofuge expulsion from T+/-.The signs of cross-interaction constants, ρXY, ρYZ and/or ρXZ, are shown to provide useful mechanistic criteria for distinguishing, especially, the carbonyl addition mechanism involving the rate-limiting breakdown of the tetrahedral intermediate (T+/- from the concerted SN2 mechanism.
Polyvalent Iodine in Synthesis; 3. An Efficient Method for the Synthesis of Aryl Arenedithiocarboxylates
Chen, Zhen-Chu,Jin, You-Yuan,Yang, Rui-Yang
, p. 723 - 724 (2007/10/02)
A new method for the synthesis of aryl arenedithiocarboxylates consists of the S-arylation of sodium arenedithiocarboxylates with diaryliodonium chlorides or bromides in tert-butyl alcohol.
