42426-92-6Relevant academic research and scientific papers
Sulfur?oxygen interaction-controlled (Z)-selectiveanti-Markovnikov vinyl sulfides
Pramanik, Milan,Mathuri, Ashis,Mal, Prasenjit
supporting information, p. 5698 - 5701 (2021/06/16)
The sulfur oxygen (S?O) interaction was used herein to obtain (Z)-selectiveanti-Markovnikov vinyl sulfides from the addition of thiyl radicals to terminal alkynes. DFT calculations predicted that S?O interaction originated from the delocalization of the lone-pair of the carbonyl oxygen to the adjacent σ* orbital of the S atom of C-S.
Ionic liquid as catalyst and solvent: the remarkable effect of a basic ionic liquid, [bmIm]OH on Michael addition and alkylation of active methylene compounds
Ranu, Brindaban C.,Banerjee, Subhash,Jana, Ranjan
, p. 776 - 782 (2007/10/03)
A basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide, [bmIm]OH, catalyzes the Michael addition of active methylene compounds to conjugated ketones, carboxylic esters and nitriles. It further catalyzes the addition of thiols to α,β-acetylenic ketones and alkylation of 1,3-dicarbonyl and -dicyano compounds. The Michael addition to α,β-unsaturated ketones proceeds in the usual way, giving the monoaddition products, whereas addition to α,β-unsaturated esters and nitriles leads exclusively to the bis-addition products. The α,β-acetylenic ketones undergo double conjugate addition with thiols producing β-keto 1,3-dithio-derivatives. In the alkylation reaction the acyclic 1,3-diketones are monoalkylated, whereas cyclic ketones undergo dialkylation under identical conditions. All these reactions were carried out without any organic solvent. The ionic liquid can also be recycled.
A simple, efficient, and green procedure for the 1,4-addition of thiols to conjugated alkenes and alkynes catalyzed by sodium acetate in aqueous medium
Ranu, Brindaban C.,Mandal, Tanmay
, p. 223 - 227 (2008/02/10)
A benign and inexpensive salt, sodium acetate, efficiently catalyzes 1,4-addition of thiols to a variety of conjugated alkenes such as ?,?-unsaturated ketones, aldehydes, carboxylic esters, nitriles, nitro compounds, and chalcones in aqueous THF. The reac
Chemoselective conjugate 1,4-reduction of α-oxoketene dithioacetals with zinc in acetic acid: Synthesis of β-oxodithioacetals
Rao, Ch. Srinivasa,Patro, Balaram,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 57 - 59 (2007/10/03)
Acyl ketene dithioacetals 1 and 3 undergo highly chemoselective conjugate 1,4-reduction with zinc in acetic acid to give β-oxodithioacetals 2 and 4 in high yields.
