Nickel-Catalyzed Decarbonylative Stannylation of Acyl Fluorides under Ligand-Free Conditions

被引：13

作者：

Wang, Xiu ^{[1
]}

Wang, Zhenhua ^{[1
]}

Liu, Li ^{[1
]}

Asanuma, Yuya ^{[1
]}

Nishihara, Yasushi ^{[2
]}

机构：

[1] Okayama Univ, Grad Sch Nat Sci & Technol, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan

[2] Okayama Univ, Res Inst Interdisciplinary Sci, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan

来源：

MOLECULES | 2019年 / 24卷 / 09期

关键词：

nickel; acyl fluorides; stannylation; decarbonylation; carbon-tin bond formation; ORGANOZINC REAGENTS; BOND FORMATION; ARYL; HALIDES;

D O I：

10.3390/molecules24091671

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of benzoyl fluoride, giving rise to the direct formation of the corresponding cross-coupled products, further demonstrated the synthetic utility of the present method. This newly developed methodology with a good functional-group compatibility via C-F bond cleavage and C-Sn bond formation under nickel catalysis opens a new area for the functionalization of acyl fluorides in terms of carbon-heteroatom bond formation.

引用

页数：11

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