Issue 24, 2017

Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

Abstract

Lewis acid catalyzed [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde for the synthesis of functionalized thiazine and oxathiane derivatives has been developed. Additionally, this method facilitates the derivatization of thiazines by detosylation and Krapcho monodecarboxylation.

Graphical abstract: Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

Supplementary files

Article information

Article type
Paper
Submitted
17 apr 2017
Accepted
30 mei 2017
First published
31 mei 2017

Org. Biomol. Chem., 2017,15, 5182-5190

Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

R. K. Varshnaya and P. Banerjee, Org. Biomol. Chem., 2017, 15, 5182 DOI: 10.1039/C7OB00941K

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