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. Issue 24 (7th June 2017)

• Record Type: Journal Article
• Authors: Varshnaya, Rohit Kumar; Banerjee, Prabal
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 24(2017)
• Page Start: 5182
• Page End: 5190
• Publication Date: 2017-06-07
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c7ob00941k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Efficient construction of functionalized thiazine and oxathiane derivatives via [3 + 3] annulation of N -tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde in the presence of a Lewis acid is described. 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.