932014-36-3Relevant academic research and scientific papers
Two-step, regioselective, multigram-scale synthesis of 2-(trifluoromethyl)indoles from 2-nitrotoluenes
Walewska-Królikiewicz, Magdalena,Wilk, Bogdan,Kwast, Andrzej,Wróbel, Zbigniew
, (2021/11/22)
The acylation of 2-nitrotoluenes using ethyl trifluoroacetate, one of the least expensive sources of a trifluoromethyl group, produces intermediate 2-nitrobenzyl trifluoromethyl ketones which, without the need for isolation, are cyclized under the action of Zn/AcOH providing 2-(trifluoromethyl)indoles unsubstituted at the C3 position. The developed method avoids the use of expensive catalysts and harsh reaction conditions. The method is readily scalable without a significant decrease in performance upon going from 10- to 250-mmol scale.
Metal-free oxidative trifluoromethylation of indoles with CF3SO2Na on the C2 position
Xie, Jiao-Jiao,Wang, Zhi-Qing,Jiang, Guo-Fang
, p. 35098 - 35101 (2019/11/14)
An efficient method of synthesizing 2-trifluoromethylindoles from indoles with easy-to-handle, cheap and low-toxic CF3SO2Na under metal-free conditions is described, which selectively introduces trifluoromethyl to indoles on the C2 position. The desired product can be obtained in 0.7 g yield. A radical intermediate may be involved in this transformation.
A New and Efficient One-Pot Synthesis of 2-Fluoroalkyl Substituted Indoles
Wang, Zengxue,Ma, Qingwen
, p. 1893 - 1896 (2015/11/09)
A new simple and efficient one-pot synthesis of 2-fluoroalkyl substituted indoles from 2-aminobenzyl alcohols with fluorine-containing carboxylic acids in the presence of Ph3P, CCl4, and NEt3 is described. Various kinds of 2-fluoroalkyl substituted indole derivatives can be conveniently prepared.
Bromotriphenylphosphonium salt promoted one-pot cyclization to 2-fluoroalkyl-substituted indoles
Wang, Zeng-Xue,Zhang, Tai-Feng,Ma, Qing-Wen,Ni, Wei-Gui
, p. 3309 - 3314 (2015/01/09)
2-Fluoroalkyl-substituted indoles were prepared in moderate to excellent yields through bromotriphenylphosphonium salt promoted ring formation with fluorine-containing carboxylic acids in the presence of triethylamine in toluene at reflux temperature. A range of 2-fluoroalkyl-substituted indole derivatives can be conveniently prepared.
Fluorinated N-[2-(haloalkyl)phenyl]imidoyl chloride, a key intermediate for the synthesis of 2-fluoroalkyl substituted indole derivatives via Grignard cyclization process
Wang, Zengxue,Ge, Fenglian,Wan, Wen,Jiang, Haizhen,Hao, Jian
, p. 1143 - 1152 (2008/02/08)
Fluorinated N-[2-(haloalkyl)phenyl]imidoyl chloride, which was readily available from the corresponding anilines by using Uneyama's one-pot synthesis of fluorinated imidoyl chloride, was found to be a key intermediate for the facile synthesis of 2-fluoroa
Grignard cyclization reaction of fluorinated N-arylimidoyl chlorides: A novel and facile access to 2-fluoroalkyl indoles
Ge, Fenglian,Wang, Zengxue,Wan, Wen,Hao, Jian
, p. 447 - 450 (2008/01/06)
2-Fluoroalkyl-substituted indole derivatives were simply prepared via the Grignard cyclization reaction (GCR) of corresponding fluorinated N-aryl imidoyl chlorides in good yields. This approach provides a novel and facile access to the biologically import
