Synthesis of Isolable Thiirane 1-Imides and Their Stereospecific Ring-enlargement to 1,2-Thiazetidines

The isolation of thiirane 1-imides was achieved via imination of anti- and syn-9,9′-bibenzonorbornenylidene sulfides by Chloramine T at room temperature, followed by crystallization of the reaction mixture at −18 °C. Allowing CD2Cl2 solutions of the thiirane 1-imides stand at room temperature or hea...

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Veröffentlicht in:	Chemistry letters 2008-06, Vol.37 (6), p.658-659
Hauptverfasser:	Sugihara, Yoshiaki, Aoyama, Yui, Okada, Haruki, Nakayama, Juzo
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Sprache:	eng
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creator	Sugihara, Yoshiaki Aoyama, Yui Okada, Haruki Nakayama, Juzo
description	The isolation of thiirane 1-imides was achieved via imination of anti- and syn-9,9′-bibenzonorbornenylidene sulfides by Chloramine T at room temperature, followed by crystallization of the reaction mixture at −18 °C. Allowing CD2Cl2 solutions of the thiirane 1-imides stand at room temperature or heating their crystals to around 120 °C led to the formation of the corresponding 1,2-thiazetidines with retention of the configuration of the thiirane 1-imides.
doi_str_mv	10.1246/cl.2008.658
format	Article
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title	Synthesis of Isolable Thiirane 1-Imides and Their Stereospecific Ring-enlargement to 1,2-Thiazetidines
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