102496-83-3Relevant academic research and scientific papers
Highly regioselective thiocarbonylation of conjugated dienes via palladium-catalyzed three-component coupling reactions
Xiao,Vasapollo,Alper
, p. 4138 - 4144 (2000)
Three-component coupling reaction of conjugated dienes, thiols, and carbon monoxide affords an atom-economical thiocarbonylation of the dienes to give β,γ-unsaturated thioesters as the sole products. A catalyst system based on [Pd(OAc)2] and Ph
Highly Regioselective Palladium-Catalyzed Thiocarbonylation of Allenes with Thiols and Carbon Monoxide
Xiao, Wen-Jing,Vasapollo, Giuseppe,Alper, Howard
, p. 2609 - 2612 (1998)
A series of mono- and di-substituted allenes underwent direct thiocarbonylation with thiols and carbon monoxide to form the corresponding β,γ-unsaturated thioesters in 73-94% yields. This reaction requires catalytic quantities of Pd(OAc)2 (3 mo
Highly Regioselective Thiocarbonylation of Allylic Alcohols with Thiols and Carbon Monoxide Catalyzed by Palladium Complexes: A New and Efficient Route to β,γ-Unsaturated Thioesters
Xiao, Wen-Jing,Alper, Howard
, p. 7939 - 7944 (1998)
The reaction of allylic alcohols with thiols and carbon monoxide in the presence of catalytic quantities of Pd(OAc)2 (3 mol %), triphenylphosphine (12 mol %), and p-TsOH (5 mol %) leads to a novel thiocarbonylation to afford β,γ-unsaturated thioesters in good to excellent yields. Other palladium catalyst systems such as Pd2(dba)3·CHCl3-PPh3-p-TsOH, Pd(PPh3)4-p-TsOH, and Pd(OAc)2-dppb-p-TsOH are also effective for this transformation. The thiocarbonylation reaction is believed to proceed via a allylpalladium intermediate. The reaction occurs highly regioselectively at the least hindered allylic terminal carbon of the substrate to give the products. This new carbonylation procedure was readily applied to a variety of allylic alcohols and both aromatic and aliphatic thiols.
SYNTHESIS OF Β,Γ-UNSATURATED CARBOXYLIC ACID DERIVATIVES BY THE NOVEL Ni(CO)4-INDUCED RING-OPENING CARBONYLATION REACTION OF 1,1-DIBROMO-2-CHLOROCYCLOPROPANES
Hirao, Toshikazu,Nagata, Shinichiro,Agawa, Toshio
, p. 1625 - 1628 (2007/10/02)
1,1-Dibromo-2-chlorocyclopropanes underwent the Ni(CO)4-induced ring-opening carbonylation reaction with alcohol or amine giving the β,γ-unsaturated carboxylic acid and dicarboxylic acid derivatives.Use of N,N-dimethyltrimethylsilylamine as an initial nuc
