Catalytic C–H α‑Trifluoromethylation of α,β-Unsaturated Carbonyl Compounds

A copper(I)-catalyzed, regioselective C–H α-trifluoromethylation of α,β-unsaturated carbonyl compounds using Togni’s reagent was developed. Diverse substrates, including enones as well as α,β-unsaturated esters, thioesters, and amides, stereospecifically afforded the corresponding (E)-α-trifluoromet...

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Veröffentlicht in:	Organic letters 2014-03, Vol.16 (5), p.1522-1525
Hauptverfasser:	Fang, Zhongxue, Ning, Yongquan, Mi, Pengbing, Liao, Peiqiu, Bi, Xihe
Format:	Artikel
Sprache:	eng
Schlagworte:	Amides - chemistry Catalysis Copper - chemistry Hydrocarbons, Fluorinated - chemical synthesis Hydrocarbons, Fluorinated - chemistry Indicators and Reagents Iodides - chemistry Ketones - chemical synthesis Ketones - chemistry Molecular Structure Stereoisomerism
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creator	Fang, Zhongxue Ning, Yongquan Mi, Pengbing Liao, Peiqiu Bi, Xihe
description	A copper(I)-catalyzed, regioselective C–H α-trifluoromethylation of α,β-unsaturated carbonyl compounds using Togni’s reagent was developed. Diverse substrates, including enones as well as α,β-unsaturated esters, thioesters, and amides, stereospecifically afforded the corresponding (E)-α-trifluoromethylated products in moderate to high yields. Further, this method was applied to the C–H trifluoromethylation of drugs.
doi_str_mv	10.1021/ol5004498
format	Article
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source	MEDLINE; American Chemical Society Journals
subjects	Amides - chemistry Catalysis Copper - chemistry Hydrocarbons, Fluorinated - chemical synthesis Hydrocarbons, Fluorinated - chemistry Indicators and Reagents Iodides - chemistry Ketones - chemical synthesis Ketones - chemistry Molecular Structure Stereoisomerism
title	Catalytic C–H α‑Trifluoromethylation of α,β-Unsaturated Carbonyl Compounds
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