A Facile synthesis of Biaryl ketones in recyclable system: Triazenes as new coupling partners in the carbonylative Suzuki and Hiyama cross-coupling reactions using NFSac as CO source

被引:7
作者
Anchi, Athmanand [1 ]
Kalkhambkar, Rajesh G. [1 ]
Kumar, P. Pavan [1 ]
Naik, Ravi S. [2 ]
Refat, Moamen S. [3 ]
Adam, Abdel Majid A. [3 ]
Alsuhaibani, Amnah Mohammed [4 ]
Bakare, Safyah B. [5 ]
机构
[1] Karnatak Univ Karnatak Sci Coll, Dept Chem, Dharwad 580001, Karnataka, India
[2] Mahantswami Arts Sci & Commerce Coll, Dept Chem, Haunsbhavi 580009, India
[3] Taif Univ, Coll Sci, Dept Chem, Taif 21944, Saudi Arabia
[4] Princess Nourah Bint Abdulrahman Univ, Coll Educ, Dept Phys Sport Sci, Riyadh 11671, Saudi Arabia
[5] Shaqra Univ, Fac Educ, Shaqra, Riyadh Province, Saudi Arabia
关键词
Cabonylative Suzuki and Hiyama cross-coupling; In situ Cabonylative protocol; Ionic Liquids; N-Formyl Saccharin; PALLADIUM-CATALYZED CARBONYLATION; HIGHLY EFFICIENT SYNTHESIS; CARBON-MONOXIDE SOURCE; ARYL HALIDES; N-FORMYLSACCHARIN; IONIC LIQUID; FORMIC-ACID; REDUCTIVE CARBONYLATION; OXIDATIVE CARBONYLATION; IMIDAZOLIUM-ILS;
D O I
10.1002/slct.202300871
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium-catalyzed carbonylation reactions aid as potent tools for the insertion of carbonyl unit(s) in a wide array of molecules possessing vast number of applications in multiple domains. An efficient and facile protocol has been reported for the carbonylative Suzuki (CO-S) and carbonylative Hiyama (CO-H) coupling of aryl triazenes using phenyl boronic acid and triethoxy(phenyl)silane respectively via a Pd-catalysis in combination with Ionic liquids (ILs). Four different ILs have been employed as solvent/reagent/promotor(s) to afford the targeted products in reasonably good yields. As per the predictive mechanism, an in situ generated N-Heterocarbene-Ionicliquid-Palladium (NHC-IL-Pd) species serve as a regenerative catalyst while the N-formyl saccharin (NFSac), a non-hazardous and commercially available crystalline compound was used as carbon monoxide (CO) surrogate playing important roles to accomplish the desired products in good yields.
引用
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页数:14
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