56945-01-8Relevant academic research and scientific papers
Copper-catalyzed trifluoromethylation of internal olefinic C-H bonds: Efficient routes to trifluoromethylated tetrasubstituted olefins and N-heterocycles
Mao, Zhifeng,Huang, Fei,Yu, Haifeng,Chen, Jiping,Yu, Zhengkun,Xu, Zhaoqing
supporting information, p. 3439 - 3445 (2014/04/03)
The functionalization of internal olefins has been a challenging task in organic synthesis. Efficient CuII-catalyzed trifluoromethylation of internal olefins, that is, α-oxoketene dithioacetals, has been achieved by using Cu(OH)2 as a catalyst and TMSCF3 as a trifluoromethylating reagent. The push-pull effect from the polarized olefin substrates facilitates the internal olefinic C-H trifluoromethylation. Cyclic and acyclic dithioalkyl α-oxoketene acetals were used as the substrates and various substituents were tolerated. The internal olefinic C-H bond cleavage was not involved in the rate-determining step, and a mechanism that involves radicals is proposed based on a TEMPO-quenching experiment of the trifluoromethylation reaction. Further derivatization of the resultant CF 3 olefins led to multifunctionalized tetrasubstituted CF3 olefins and trifluoromethylated N-heterocycles.
Iron-catalyzed alkylation of α-oxo ketene dithioacetals
Yang, Qin,Wu, Ping,Chen, Jiping,Yu, Zhengkun
supporting information, p. 6337 - 6339 (2014/06/09)
Iron-catalyzed alkylation of internal olefins, that is, α-oxo ketene dithioacetals, was successfully realized by using styrenes as the alkylating reagents. Highly functionalized tetrasubstituted olefins were prepared in moderate to high yields. the Partner Organisations 2014.
The Synthesis of 4-Hydroxydithiocoumarins: A Case of Unusual Tautomer Stability
Anderson-McKay, Janet E.,Liepa, Andris J.
, p. 1179 - 1190 (2007/10/02)
2'-Chloroacetophenones react with carbon disulfide in the presence of sodium hydride to form 4-hydroxydithiocoumarin anions.Kinetic protonation provides the 4-hydroxydithiocoumarins which can be tautomerized to 2-mercapto-1-thiochromones by treatment with
