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

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 journal › Article › peer-review

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 language	English
Pages (from-to)	6143-6146
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	33
Publication status	Published - 15 Aug 1994

Cite this

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

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.",

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year = "1994",

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AU - Aitken, R Alan

AU - ARMSTRONG, D P

AU - MESHER, S T E

PY - 1994/8/15

Y1 - 1994/8/15

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/0028086435

M3 - Article

SN - 0040-4039

VL - 35

SP - 6143

EP - 6146

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 33

ER -

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

Abstract

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