Syntheses and Structural Analysis of 10-Monoxy-and -Dioxy-5-N-Substituted Iminothianthrene Derivatives and the Stereochemical Change on their Sulfur Atom under Acidic and Thermal Conditions

Hiroyuki Morita; Hiroyuki Kawaguchi; Toshiaki Yoshimura; Eiichi Tsukurimichi; Choichiro Shimasaki; Ernst Horn

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Syntheses and Structural Analysis of 10-Monoxy-and -Dioxy-5-N-Substituted Iminothianthrene Derivatives and the Stereochemical Change on their Sulfur Atom under Acidic and Thermal Conditions

机译：酸性和高温条件下10-单-氧和-双-氧-5-N-取代的亚噻吩蒽衍生物的合成，结构分析及硫原子的立体化学变化

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摘要

5-(N-p-Toluenesulfonyl)iminothianthrenes, whose sulfur atoms are oxidied to a sulfoxide or sulfone at the 10-position, were hydrolysed readily in high yield to N-unsubstittued-sulfilimines by using concentrated H_2SO_4. During hydrolysis, 10-monoxy-5-N-unsubstituted-sulfilimines were obtained as a separable mixture of the cis and trans isomers. The stereochemical intreconversion of these compounds was studied under both hydrolytic and thermal conditions and their structures were elucidated by using X-ray crsytallography.

机译：通过使用浓H_2SO_4，其硫原子在10位被氧化为亚砜或砜的5-（N-对甲苯磺酰基）亚氨基噻吩容易被高产率水解为N-未取代的亚硫亚胺。在水解过程中，以顺式和反式异构体的可分离混合物形式获得了10-单氧基-5-N-未取代的亚硫亚胺。在水解和热条件下研究了这些化合物的立体化学内转换，并通过X射线层析图阐明了它们的结构。

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《Chemistry: A European journal》 |2000年第21期|共8页
作者
Hiroyuki Morita; Hiroyuki Kawaguchi; Toshiaki Yoshimura; Eiichi Tsukurimichi; Choichiro Shimasaki; Ernst Horn;
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正文语种 eng
中图分类化学;应用化学;
关键词
steric hindrance; structure-activity relationships; substituent effects; sulfilimines; sulfur; thianthrene derivatives;

机译：空间位阻;构效关系;取代基效应;亚硫亚胺;硫;噻吨衍生物;

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1. Syntheses and Structural Analysis of 10-Monoxy-and -Dioxy-5-N-Substituted Iminothianthrene Derivatives and the Stereochemical Change on their Sulfur Atom under Acidic and Thermal Conditions [J] . Hiroyuki Morita, Hiroyuki Kawaguchi, Toshiaki Yoshimura, Chemistry: A European journal . 2000,第21期

机译：酸性和高温条件下10-单-氧和-双-氧-5-N-取代的亚噻吩蒽衍生物的合成，结构分析及硫原子的立体化学变化
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Syntheses and Structural Analysis of 10-Monoxy-and -Dioxy-5-N-Substituted Iminothianthrene Derivatives and the Stereochemical Change on their Sulfur Atom under Acidic and Thermal Conditions

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