Reaction of N,N-Disubstituted Polyfluoroalkanethioamides with Diazomethane: Entry to New Thiirane Derivatives

被引：3

作者：

Shermolovich, Yuriy G. ^{[1
]}

Khyzhan, Aleksandr I. ^{[2
]}

Rusanov, Eduard B. ^{[1
]}

Mazepa, Alexander V. ^{[3
]}

Rakipov, Ildar M. ^{[3
]}

Mykhaylychenko, Sergiy S. ^{[1
]}

机构：

[1] Natl Acad Sci Ukraine, Inst Organ Chem, Murmanska St 5, UA-02660 Kiev, Ukraine

[2] Enamine Ltd, Chervonotkatska St 78, UA-02094 Kiev, Ukraine

[3] Natl Acad Sci Ukraine, AV Bogatsky Phys Chem Inst, Lustdorfskaya Doroga 86, UA-65080 Odessa, Ukraine

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 2021卷 / 47期

关键词：

Enamines; Fluorine; Heterocycles; Synthetic methods; BETA-ARYL ENAMINES; SULFUR; REGIOSELECTIVITY; STEREOCHEMISTRY; TEREPHTHALATE; POLYADDITION; HETEROCYCLES; ELUCIDATION; AMINES; OXIDES;

D O I：

10.1002/ejoc.202001104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New fluorinated thiirane derivatives were formed as a result of the reaction between N,N-disubstituted polyfluoroalkanethioamides and diazomethane. The obtained thiiranes were smoothly desulfurized by the treatment with triphenylphosphine affording 1-polyfluoroalkyl enamines. New transformations of the synthesized thiiranes and enamines into functionalized 1,4-dioxanes have been found to occur under the action of m-chloroperoxybenzoic acid. The structures of 1,4-dioxanes containing trifluoromethyl and pentafluoroethyl groups have been determined by X-ray diffraction analysis.

引用

页码：6524 / 6529

页数：6

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