Carbonylative Cross-Coupling Reaction of Ethynylstibane with Aryl Iodides
スポンサーリンク
概要
- 論文の詳細を見る
Palladium-catalyzed carbonylative cross-coupling reaction of ethynylstibane (Ph〓SbPh_2) and aryl iodides (Ar-I) is described. The reaction of the stibanes and the halides under 1 atm of carbon monoxide in N,N-dimethylacetamide using a combination of 5 mol% Pd(OAc)_2 and 4 equivalents (20mol%) of PPh_3 brought about carbonylative cross-coupling reaction to afford arylethynylketones [ArC(O)〓Ph] in good yields along with a small amount of directly coupled products, aryl acetylens (Ar〓Ph). Formation of the side product was completely suppressed by conducting the reaction under high CO pressure (20 atm) conditions. The present method provides a variety of carbonylated products in good yield even with electron-deficient aryl iodides which usually give inferior results due to their tendency to undergo decarbonylation in the cross-coupling reaction of ethynylstibanes and acyl halides.
- 2006-05-01
著者
-
KAKUSAWA Naoki
Faculty of Pharmaceutical Sciences, Hokuriku University
-
KURITA Jyoji
Faculty of Pharmaceutical Sciences, Hokuriku University
-
Kakusawa Naoki
Faculty Of Pharmaceutical Sciences Hokuriku University
-
Kurita Jyoji
Faculty Of Pharmaceutical Sciences Hokuriku University
関連論文
- Rhodium Catalyzed 1,4-Conjugate Addition of 1,5-Azastibocines with Electron Deficient Olefins
- Pentavalent Organoantimony Compounds as Mild N-Arylating Agents for Amines : Cu-Mediated Ullmann-Type N-Arylation with Tetraarylantimony(V) Acetates(Communications to the Editor)
- A Novel Transmetallation of Triarylstibanes into Arylboronate : Boro-induced Ipso-deantimonation and Its Theoretical Calculation
- Carbonylative Cross-Coupling Reaction of Ethynylstibane with Aryl Iodides
- A Versatile Route to 3-Benzoheteroepines Containing Group 15 and 16 Heavier Elements Involving Several Novel Ring Systems, and Their Thermal Stabilities
- Synthesis of 1-Stibaphenalenes, the First Example of Group 15 Phenalenes, via a 1,5-Dilithium Intermediate
- A Versatile Synthesis of 1-Benzoheteroepines Containing Group 14,15,and 16 Heavier Elements via a Common 1,6-Dilithium Intermediate
- Synthesis of Optically Active Organoantimony Compounds Having an (S)-α-Methylbenzyldimethylamine Group and Its Evaluation for Asymmetric Reaction
- Catalytic Action of Triarylstibanes : Oxidation of Benzoins into Benzyls Using Triarylstibanes Under an Aerobic Condition
- Microwave-Assisted Cross-Coupling Reaction of Alkynylstibanes with Aryl Iodides in the Presence of Ammonium Salt(Communications to the Editor)