One-Pot Domino Synthesis of Polyfunctionalized Benzophenones, Dihydroxanthones, and m-Terphenyls from 2-(Polyfluoroalkyl)chromones

被引：10

作者：

Sosnovskikh, Vyacheslav Ya ^{[1
]}

Korotaev, Vladislav Yu ^{[1
]}

Barkov, Alexey Yu ^{[1
]}

Kutyashev, Igor B. ^{[1
]}

Safrygin, Alexander V. ^{[1
]}

机构：

[1] Ural Fed Univ, Inst Nat Sci, Dept Chem, Ekaterinburg 620000, Russia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 09期

基金：

俄罗斯基础研究基金会;

关键词：

Domino reactions; Molecular diversity; Fluorine; Arenes; VINYLOGOUS ALDOL REACTION; MICHAEL ADDITION; 2-POLYFLUOROALKYLCHROMONES; DERIVATIVES; INHIBITORS; MALONONITRILES; REARRANGEMENT; EQUIVALENT; CHEMISTRY; KETONES;

D O I：

10.1002/ejoc.201403585

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Whereas 2-(polyfluoroalkyl)chromones activated by electron-withdrawing substituents in the benzene ring react with 2-(1-phenylalkylidene)malononitriles in the presence of triethylamine in dichloromethane to produce a wide range of polyfunctionalized benzophenones and dihydroxanthones, their reactions with ethyl -cyano--methylcinnamate under the same conditions took an entirely different course and gave mainly m-terphenyl derivatives. The difference in behavior between the ylidene derivatives of malononitrile and those of ethyl cyanoacetate is remarkable.

引用

页码：1932 / 1944

页数：13

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