Title of article :
Acid-Promoted Cleavage of 4,4-Bis(Alkylthio)But-3-en-2-One and Subsequent Thio-Michael Addition to alpha-beta Unsaturated Ketones
Author/Authors :
Yu, Haifeng Northeast Normal University - Dpartment of Chemistry, China , Dong, Dewen Northeast Normal University - Dpartment of Chemistry, China , Ouyang, Yan Northeast Normal University - Dpartment of Chemistry, China , Liu, Qun Northeast Normal University - Dpartment of Chemistry, China , Wang, Yan Northeast Normal University - Dpartment of Chemistry, China
Abstract :
4,4-Bis(ethylthio)but-3-en-2-one 1a and 4,4-bis(benzylthio)but-3-en-2- one 1b have been investigated as non-thiolic and odorless thiol equivalents in thio-Michael addition. Promoted by acetylchloride in methanol, the cleavage of compounds 1a and 1b commenced and the in-situ generated thiolsunderwent facile acid-catalyzed conjugate addition to a,b-unsaturated ketones 2 affording the corresponding b-keto sulfides 3 in good yields.
Keywords :
4 , 4 , Bis(alkylthio)but , 3 , en , 2 , one , thiol equivalent , thio , Michael addition , alpha , beta , unsaturated ketone
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
