89812-53-3Relevant academic research and scientific papers
α-Aroylidineketene dithioacetal chemistry: CuI catalyzed synthesis of 2-styryl benzimidazoles enroute to regioselective hydrothiolation
Dhanalakshmi, Pandi,Shanmugam, Sivakumar
, p. 6300 - 6314 (2015/08/03)
Abstract Reactivity of α-aroylidineketene dithioacetals 2 was investigated to synthesize novel 2-styrylbenzimidazole derivatives 4 and their hydrothiolated product 2-(2-(methylthio)-2-arylethyl)-1H-benzo[d]imidazoles 5 has been reported. Compounds 4 and 5
Convenient one-pot multicomponent strategy for the synthesis of 6-pyrrolylpyrimidines
Dhanalakshmi, Pandi,Shanmugam, Sivakumar
, p. 29493 - 29501 (2014/08/05)
We have developed an easy method to construct diheteroaryls from α-aroylidineketene dithioacetals in a multicomponent manner. The reaction proceeded with high chemo/regioselectivity to yield 4-alkoxy-6-(4-aryl-1H- pyrrol-3-yl)pyrimidin-2-amines under mild
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.
Chemotherapy of leishmaniasis. Part IX: Synthesis and bioevaluation of aryl substituted ketene dithioacetals as antileishmanial agents
Kumar, Santosh,Tiwari, Avinash,Suryawanshi, S. N.,Mittal, Monika,Vishwakarma, Preeti,Gupta, Suman
supporting information, p. 6728 - 6730,3 (2012/12/12)
A new series of aryl substituted ketene dithioacetals 6a-h was synthesized and evaluated for their in vitro and in vivo antileishmanial activity against Leishmania donovani. Two compounds exhibited significant in vitro activity against intracellular amastigotes of L. donovani with IC50 values 3.56 and 5.12 μM and were found promising as compared with reference drug, miltefosine. On the basis of good Selectivity Indices (S.I.), they were further tested for their in vivo response against L. donovani/hamster model and showed significant inhibition of parasite multiplication 78% and 83%, respectively. These compounds were better than the existing antileishmanials in respect to IC50 and SI values, but were less active than miltefosine in vivo.
