Synthesis and rearrangement of a bridged thioamide

Michal Szostak; Jeffrey Aubé

doi:10.1039/B917508C

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Chemical Communications

Issue 46, 2009

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Synthesis and rearrangement of a bridged thioamide

Michal Szostak and Jeffrey Aubé

Chem. Commun., 2009, 7122-7124

DOI: 10.1039/B917508C
Received 25 Aug 2009, Accepted 08 Oct 2009
First published on the web 30 Oct 2009

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Abstract
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The synthesis of a bridged thiolactam is described. This thiolactam is shown to undergo an unusual C–N bond cleavage reaction under conditions of its synthesis. Spectroscopic properties of the thiolactam indicate a considerable degree of twist of the thioamide bond.

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Experimental procedures and spectral data for newcompounds
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Chemical Communications

Synthesis and rearrangement of a bridged thioamide

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