1609182-79-7Relevant academic research and scientific papers
Access to Fully Substituted Thiazoles and 2,3-Dihydrothiazoles via Copper-Catalyzed [4 + 1] Heterocyclization of α-(N-Hydroxy/aryl)imino-β-oxodithioesters with α-Diazocarbonyls
Srivastava, Abhijeet,Shukla, Gaurav,Yadav, Dhananjay,Singh, Maya Shankar
, p. 10846 - 10854 (2017/10/27)
An efficient chemoselective practical route to fully substituted thiazoles and 2,3-dihydrothiazoles has been devised by [4 + 1] heterocyclization of α-(N-hydroxy/aryl)imino-β-oxodithioesters with in situ generated Cu-carbenoids of diazocarbonyls. The α-(N-hydroxy/aryl)imino-β-oxodithioesters are readily accessible by the reaction of β-oxodithioesters with nitrous acid/nitrosoarenes. The overall transformation involves sequential N-O/C-N bonds cleavage followed by cascade C-N/C-S bonds formation in one-pot. This new strategy allows full control over the introduction of various sensitive functional groups at different positions of the thiazole ring, broadening the arsenal of synthetic methods to obtain such scaffolds.
Easy access to α-hydroxyimino-β-oxodithioesters and application towards the synthesis of diverse 1,4-thiazine-3-ones via reduction/annulation cascade
Nagaraju, Anugula,Shukla, Gaurav,Srivastava, Abhijeet,Ramulu, B. Janaki,Verma, Girijesh Kumar,Raghuvanshi, Keshav,Singh, Maya Shankar
, p. 3740 - 3746 (2014/05/20)
An operationally simple and facile synthesis of α-hydroxyimino- β-oxodithioesters has been achieved by nitrosation of α- enolicdithioesters. They were further treated with internal alkynes to afford diverse 1,4-thiazin-3-ones via domino reduction/annulati
A facile and straightforward synthesis of 1,2,3-thiadiazoles from α-enolicdithioesters via nitrosation/reduction/diazotization/cyclization cascade in one-pot
Nagaraju, Anugula,Ramulu, B. Janaki,Shukla, Gaurav,Srivastava, Abhijeet,Verma, Girijesh Kumar,Raghuvanshi, Keshav,Singh, Maya Shankar
, p. 2430 - 2433 (2014/05/06)
An operationally simple, economical, and straightforward synthesis of diverse 4,5-disubstituted 1,2,3-thiadiazoles from α-enolicdithioesters has been achieved via nitrosation/reduction/diazotization/cyclization sequence in one-pot through the formation of cascade 1-2 (N-S) and 3-4 (C-N) bonds. Importantly, this is the first straightforward entry to highly functionalized 1,2,3-thiadiazoles from dithioesters.
