Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide

M. F. Semmelhack; B. F. Gilman

doi:10.1039/C29710000988

Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide

M. F. Semmelhack, B. F. Gilman

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Abstract

An unusual, thermally reversible, 1,3-hydrogen shift occurs during irradiation of 6-benzyloxycarbonyl-amino-2,3-dihydro-1,4-thiazepines (2, 3, and the corresponding sulphoxide and sulphone of 3b); this is a special case of imine-enamine tautomerism, arising from the singlet excited state.

Original language	English (US)
Pages (from-to)	988-989
Number of pages	2
Journal	Journal of the Chemical Society D: Chemical Communications
Issue number	16
DOIs	https://doi.org/10.1039/C29710000988
State	Published - Jan 1 1971
Externally published	Yes

All Science Journal Classification (ASJC) codes

Molecular Medicine

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10.1039/C29710000988

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title = "Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide",

abstract = "An unusual, thermally reversible, 1,3-hydrogen shift occurs during irradiation of 6-benzyloxycarbonyl-amino-2,3-dihydro-1,4-thiazepines (2, 3, and the corresponding sulphoxide and sulphone of 3b); this is a special case of imine-enamine tautomerism, arising from the singlet excited state.",

author = "Semmelhack, {M. F.} and Gilman, {B. F.}",

year = "1971",

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doi = "10.1039/C29710000988",

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journal = "Journal of the Chemical Society D: Chemical Communications",

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T1 - Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide

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AU - Gilman, B. F.

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N2 - An unusual, thermally reversible, 1,3-hydrogen shift occurs during irradiation of 6-benzyloxycarbonyl-amino-2,3-dihydro-1,4-thiazepines (2, 3, and the corresponding sulphoxide and sulphone of 3b); this is a special case of imine-enamine tautomerism, arising from the singlet excited state.

AB - An unusual, thermally reversible, 1,3-hydrogen shift occurs during irradiation of 6-benzyloxycarbonyl-amino-2,3-dihydro-1,4-thiazepines (2, 3, and the corresponding sulphoxide and sulphone of 3b); this is a special case of imine-enamine tautomerism, arising from the singlet excited state.

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Thiazepine photochemistry. Ready 1,3-hydrogen shifts from a side-chain amide

Abstract

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