Base-mediated formal [4+1] annulation of ortho-hydroxyphenyl substituted para-quinone methides and CF3-imidoyl sulfoxonium ylides to access trifluoroacetimidoyl-substituted 2,3-dihydrobenzofurans

IF 1.7 4区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Fluorine Chemistry Pub Date : 2024-06-06 DOI:10.1016/j.jfluchem.2024.110308

Chen Li, Mingshuo Zhou, Zhengkai Chen

引用次数: 0

Abstract

A metal-free [4 + 1] annulation of ortho-hydroxyphenyl substituted para-quinone methides (p-QMs) and CF₃-imidoyl sulfoxonium ylides (TFISYs) has been described, producing a series of trifluoroacetimidoyl-substituted 2,3-dihydrobenzofuran derivatives in good to excellent yields with good diastereoselectivities under mild conditions.

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碱介导的正羟基苯基取代对苯醌甲酯与 CF3-亚氨酰基磺酰的正规 [4+1] 环化反应，以获得三氟乙酰亚氨酰基取代的 2,3-二氢苯并呋喃

该研究描述了一种无金属[4 + 1]环化的邻羟基苯基取代对苯醌甲酯（p-QMs）和 CF3-亚氨酰基磺酰（TFISYs）的方法，在温和的条件下生成了一系列三氟乙酰亚氨酰基取代的 2,3-二氢苯并呋喃衍生物，具有良好到极好的产率和非对映选择性。

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来源期刊

Journal of Fluorine Chemistry 化学-无机化学与核化学

CiteScore

3.80

自引率

10.50%

发文量

审稿时长

33 days

期刊介绍： The Journal of Fluorine Chemistry contains reviews, original papers and short communications. The journal covers all aspects of pure and applied research on the chemistry as well as on the applications of fluorine, and of compounds or materials where fluorine exercises significant effects. This can include all chemistry research areas (inorganic, organic, organometallic, macromolecular and physical chemistry) but also includes papers on biological/biochemical related aspects of Fluorine chemistry as well as medicinal, agrochemical and pharmacological research. The Journal of Fluorine Chemistry also publishes environmental and industrial papers dealing with aspects of Fluorine chemistry on energy and material sciences. Preparative and physico-chemical investigations as well as theoretical, structural and mechanistic aspects are covered. The Journal, however, does not accept work of purely routine nature. For reviews and special issues on particular topics of fluorine chemistry or from selected symposia, please contact the Regional Editors for further details.