Simple access to β-trifluoromethyl-substituted ketones via copper-catalyzed ring-opening trifluoromethylation of substituted cyclopropanols

被引：86

作者：

Kananovich, Dzmitry G. ^{[1
]}

Konik, Yulia A. ^{[2
]}

Zubrytski, Dzmitry M. ^{[2
]}

Jaerving, Ivar ^{[1
]}

Lopp, Margus ^{[1
]}

机构：

[1] Tallinn Univ Technol, Dept Chem, EE-12618 Tallinn, Estonia

[2] Belarusian State Univ, Dept Organ Chem, Minsk 220050, BELARUS

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 39期

关键词：

CONJUGATE ADDITION; TERMINAL ALKYNES; BOND FORMATION; FRAGMENTATION; ARYLATION; OXIDATION; ALCOHOLS; SYSTEM; ETHERS; ALPHA;

D O I：

10.1039/c5cc02386f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tertiary cyclopropanols react rapidly with Togni reagent in methanol at room temperature in the presence of catalytic amounts (3 mol%) of CuCl affording beta-trifluoromethyl ketones in 65-73% isolated yields. Ring opening in 1,2-dialkylsubstituted cyclopropanols gives a mixture of isomeric beta-trifluoromethyl ketones in about 50% combined yield.

引用

页码：8349 / 8352

页数：4

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