2183-28-0Relevant academic research and scientific papers
Synthesis of β-amino-α,β-unsaturated ketone derivatives via sequential rhodium-catalyzed sulfur ylide formation/rearrangement
He, Jun,Man, Zengming,Shi, Yinping,Li, Chuan-Ying
, p. 4816 - 4823 (2015/05/13)
In the presence of a Rh(II) catalyst and β-(methylthio)-α,β-unsaturated ketones, 1-sulfonyl-1,2,3-triazoles can be converted into functionalized β-amino-α,β-unsaturated ketones via formation of α-imino rhodium carbene/sulfur ylide and subsequent rearrangement. The products decompose to useful 2-methylthiopyrrole derivatives conveniently in high yield.
Attempted Simmon-Smith reaction on β-alkylthio-α,β- unsaturated ketones: A regiospecific synthesis of 2,4-disubstituted thiophenes
Swaroop, Toreshettahally R.,Roopashree, Rangaswamy,Ila, Hiriyakkanavar,Rangappa, Kanchugarakoppal S.
, p. 147 - 150 (2013/02/21)
A new regiospecific route to 2,4-disubstituted thiophenes has been developed through Simmon-Smith reaction on β-methylthio-α,β- unsaturated ketones. Extension of the reaction to β-ethyl/benzylthio- α,β-unsaturated ketones also gave the corresponding 2,4-disubstituted thiophenes in a regiospecific manner. A probable mechanism involving a carbenoid methylene insertion to divalent sulfur followed by intramolecular aldol condensation has been suggested.
