Unexpected Thermal Extrusion of CO2 from 3-Benzylthiazolidin-2-one 1,1-Dioxides to give 2-Phenylthiazolines and Thiazoles

R Alan Aitken, D P ARMSTRONG, S T E MESHER

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Flash vacuum pyrolysis of a series of chiral 3-benzylthiazolidin-2-one 1,1-dioxides 5, readily prepared from amino acids, results mainly in loss of SO2 to give an alkene and benzyl isocyanate, but a significant minor pathway involves unexpected loss of CO2 and water to give 2-phenylthiazolines 13 and derived thiazoles.

Original languageEnglish
Pages (from-to)6143-6146
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number33
Publication statusPublished - 15 Aug 1994

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