68727-79-7Relevant academic research and scientific papers
Rhodium-catalyzed carbonylative arylation of alkynes with arylboronic acids: An efficient and straightforward method in the synthesis of 5-aryl-2(5H)-furanones
Aksin, Oezge,Dege, Nurcan,Artok, Levent,Tuerkmen, Hayati,Cetinkaya, Bekir
, p. 3187 - 3189 (2006)
5-Aryl-2(5H)-furanones can be synthesized by the Rh-catalyzed reactions of arylboronic acids with internal alkynes under a CO atmosphere. The Royal Society of Chemistry 2006.
Rhodium(I)-Catalyzed CO-Gas-Free Arylative Dual-Carbonylation of Alkynes with Arylboronic Acids via the Formyl C-H Activation of Formaldehyde
Morimoto, Tsumoru,Wang, Chuang,Tanimoto, Hiroki,Artok, Levent,Kakiuchi, Kiyomi
, p. 3372 - 3382 (2021/05/04)
The rhodium(I)-catalyzed reaction of alkynes with aryl boronic acids in the presence of formaldehyde results in a CO-gas-free arylative dual-carbonylation to produce γ-butenolide derivatives. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis. The former complex catalyzes the abstraction of a carbonyl moiety from formaldehyde through the activation of its formyl C-H bond (decarbonylation) and the latter catalyzes the subsequent dual-incorporation of the resulting carbonyl unit (carbonylation). The use of larger amounts of the phosphine-ligated rhodium(I) complex generates more carbonyl units, leading to the formation γ-butenolides via the dual-incorporation of the carbonyl unit.
Rhodium catalyzed reaction of internal alkynes with organoborons under CO atmosphere: a product tunable reaction
Artok, Levent,Ku?, Melih,Aksin-Artok, ?zge,Dege, Fatma Nurcan,?zkilin?, Fatma Yelda
scheme or table, p. 9125 - 9133 (2010/01/16)
Alkynes react with organoborons under a CO atmosphere in the presence of a rhodium(I) catalyst to afford mainly 5-aryl-2(5H)-furanones, α,β-unsaturated ketones, and indanones. The product selectivity can be tuned by modifying the reaction conditions.
Synthesis of α,β-unsaturated ketones by rhodium-catalyzed carbonylative arylation of internal alkynes with arylboronic acids
Ku?, Melih,Artok, ?zge Aksin,Ziyanak, Firat,Artok, Levent
experimental part, p. 2587 - 2592 (2009/04/16)
The Rh-catalyzed reaction of arylboronic acids with internal alkynes under a CO atmosphere in the presence of an acid additive afforded α,β-unsaturated ketones as the major products. Hydroacylation of internal alkynes, except in the case of diaryl acetylenes, proceeded in syn fashion, yielding the E-configured isomer. A mixture of E- and Z-isomers was obtained with diphenyl acetylene. Reactions were also highly regioselective for various nonsymmetric alkynes.
