(2E,6E)‐2,6‐双(有机基氯代基亚甲基)取代了1,4‐二硫烷1,1,4,4‐四氧化物和N‐有机硫代噻吩啉-氧化物作为新的双(2‐有机基氯代基乙烯基)硫化物的S -氧化物衍生物

IF 1.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Heteroatom Chemistry Pub Date : 2018-06-10 DOI:10.1002/hc.21420

Alexander V. Martynov, Nataliya A. Makhaeva, Svetlana V. Amosova

引用次数: 1

摘要

结果表明，(2E,6E)-2,6-二(氯甲基亚基)- n-有机硫代啉1-氧化物和(2E,6E)-2,6-二(氯甲基亚基)-1,4-二硫代烷1,1,4,4-四氧化物与未氧化的类似物(2E,6E)-2,6-二(氯甲基亚基)- n-有机硫代啉和(2E,6E)-2,6-二(氯甲基亚基)-1,4-二硫代烷不同，容易与含硫亲核试剂如1-丁硫代酸钠、烯硫代酸钠、和苯烯酸酯，以获得以前未知的(2E,6E)-2,6-二(有机基氯代基甲基)- n -有机硫代啉1-氧化物和(2E,6E)-2,6-二(有机基氯代基甲基)-1,4-二硫代烷1,1,4,4-四氧化物。形成的杂环的结构已通过1H, 13C NMR和质谱数据证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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(2E,6E)-2,6-Bis(organylchalogenylmethylidene) substituted 1,4-dithiane 1,1,4,4-tetraoxides and N-organyl thiomorpholine 1-oxides as new S-oxide derivatives of bis(2-organylchalcogenylvinyl) sulfides

It is shown that (2E,6E)-2,6-bis(chloromethylidene)-N-organyl thiomorpholine 1-oxides and (2E,6E)-2,6-bis(chloromethylidene)-1,4-dithiane 1,1,4,4-tetraoxides, unlike unoxidized analogs, (2E,6E)-2,6-bis(chloromethylidene)-N-organyl thiomorpholines, and (2E,6E)-2,6-bis(chloromethylidene)-1,4-dithiane, easily undergo stereoselective nucleophilic vinylic substitution reactions with such chalcogen-containing nucleophiles as sodium 1-butanethiolate, arenethiolates, and benzeneselenolate to afford previously unknown (2E,6E)-2,6-bis(organylchalogenylmethylidene)-N-organyl thiomorpholine 1-oxides and (2E,6E)-2,6-bis(organylchalogenylmethylidene)-1,4-dithiane 1,1,4,4-tetraoxides in high yields. The structures of the heterocycles formed have been confirmed by ¹H, ¹³C NMR, and mass spectrometry data.

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来源期刊

Heteroatom Chemistry 化学-化学综合

CiteScore

1.20

自引率

0.00%

发文量

审稿时长

6 months

期刊介绍： Heteroatom Chemistry brings together a broad, interdisciplinary group of chemists who work with compounds containing main-group elements of groups 13 through 17 of the Periodic Table, and certain other related elements. The fundamental reactivity under investigation should, in all cases, be concentrated about the heteroatoms. It does not matter whether the compounds being studied are acyclic or cyclic; saturated or unsaturated; monomeric, polymeric or solid state in nature; inorganic, organic, or naturally occurring, so long as the heteroatom is playing an essential role. Computational, experimental, and combined studies are equally welcome. Subject areas include (but are by no means limited to): -Reactivity about heteroatoms for accessing new products or synthetic pathways -Unusual valency main-group element compounds and their properties -Highly strained (e.g. bridged) main-group element compounds and their properties -Photochemical or thermal cleavage of heteroatom bonds and the resulting reactivity -Uncommon and structurally interesting heteroatom-containing species (including those containing multiple bonds and catenation) -Stereochemistry of compounds due to the presence of heteroatoms -Neighboring group effects of heteroatoms on the properties of compounds -Main-group element compounds as analogues of transition metal compounds -Variations and new results from established and named reactions (including Wittig, Kabachnik–Fields, Pudovik, Arbuzov, Hirao, and Mitsunobu) -Catalysis and green syntheses enabled by heteroatoms and their chemistry -Applications of compounds where the heteroatom plays a critical role. In addition to original research articles on heteroatom chemistry, the journal welcomes focused review articles that examine the state of the art, identify emerging trends, and suggest future directions for developing fields.