125041-08-9Relevant academic research and scientific papers
Rhodium(II)-Catalyzed Annulative Coupling of β-Ketothioamides with α-Diazo Compounds: Access to Highly Functionalized Thiazolidin-4-ones and Thiazolines
Ansari, Monish Arbaz,Singh, Maya Shankar,Yadav, Dhananjay
, p. 8320 - 8329 (2020/07/16)
An operationally simple and efficient one-pot protocol for the synthesis of highly functionalized thiazolidin-4-ones and thiazolines has been devised via Rh(OAc)2-catalyzed annulative coupling of β-ketothioamides with diazo compounds under mild reaction conditions for the first time. This double functionalization of diazo compounds proceeds via selective S-alkylation followed by intramolecular N-cyclization enabling the formation of C-S and C-N bonds at moderate temperature. Notably, the products possess Z-stereochemistry with regard to the exocyclic C═C double bond at the 2-position of the ring. Further, the synthetic utility of the strategy has been revealed to access 2,3-dihydrobenzo[d]thiazoles. Remarkably, atom economy and tolerance of a wide range of functional groups are added characteristics to this strategy.
Reactions of secondary β-ketothioamides with ethyl bromoacetate and ethyl 2-bromopropionate. The synthesis of N-substituted 2-acylmethylidene-1,3-thiazolidin-4-ones
Jagodzinski,Wesolowska,Sosnicki
, p. 1101 - 1114 (2007/10/03)
4-Morpholinocoumarin (2) was obtained in the reaction of 4-(2-hydroxythiobenzoyl)morpholine (1) with ethyl bromoacetate in the presence of triphenylphosphine and triethylamine. Analogous reactions of 3-keto thioamides with ethyl bromoacetate and ethyl 2-b
Synthesis of 5-substituted thiazolidine-4-one derivatives
Zaleska,Ciez,Winnik,Chaczatrian
, p. 537 - 540 (2007/10/02)
Several thiazolidine-4-one derivatives are known for their pharmacological activities. The paper describes a novel synthesis of some 5-substituted derivatives from this heterocyclic system.
