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Studies of Benzoylsulfene. IV. The Cycloaddition Reactions of Benzoylsulfene with Cinnamylideneamines
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- Tsuge Otohiko
- Research Institute of Industrial Science, Kyushu University
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- Iwanami Sumio
- Research Institute of Industrial Science, Kyushu University
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Description
The reaction of benzoylmethanesulfonyl chloride with cinnamylideneamines in the presence of triethylamine has been investigated; the products were identified, by spectral studies as well as by chemical transformations, as the corresponding Diels-Alder adducts of benzoylsulfene as a dienophile to the α,β-unsaturated anils, 2-substituted 5H, 6H-6-benzoyl-5-phenyl-1,2-thiazine 1,1-dioxides, in which the phenyl and benzoyl groups are quasi-equatorial and quasi-axial respectively. The cycloadducts underwent inversion, on treatment with sodium methoxide in methanol or with silica gel in chloroform, to the corresponding epimers, in which both the phenyl and benzoyl groups are quasi-equatorial.
Journal
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 44 (10), 2750-2755, 1971
The Chemical Society of Japan
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Details 詳細情報について
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- CRID
- 1390282679112391040
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- NII Article ID
- 130001976537
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- ISSN
- 13480634
- 00092673
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- Text Lang
- en
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- Data Source
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- JaLC
- Crossref
- CiNii Articles
- OpenAIRE
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- Abstract License Flag
- Disallowed