Synthesis of pyrimido[2,1-b]thiazin-6-one by retro Diels-Alder reaction

F. Fülöp, Imre Huber, Ágnes Szabó, G. Bernáth, P. Sohár

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

The first mild retrodiene processes resulting in bicyclic heterocycles are described. From norbornene diexo- and diendo-β-amino acids with chloroalkyl isothiocyanates, compounds 3-6 were prepared, which, by retrodiene decomposition, furnished 7 and 8.

Original languageEnglish
Pages (from-to)7673-7676
Number of pages4
JournalTetrahedron
Volume47
Issue number36
DOIs
Publication statusPublished - Sep 2 1991

Fingerprint

Isothiocyanates
Cycloaddition Reaction
Decomposition
Amino Acids
2-norbornene

Keywords

  • pyrimido[2,1-b]thiazin-6-one.
  • retrodiene decomposition
  • thiazino[2,3-b]quinazolin-6-one
  • thiazolo[2,3-b]quinazolin-5-one
  • thiazolo[3,2-a]pyrimidin-5-one

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of pyrimido[2,1-b]thiazin-6-one by retro Diels-Alder reaction. / Fülöp, F.; Huber, Imre; Szabó, Ágnes; Bernáth, G.; Sohár, P.

In: Tetrahedron, Vol. 47, No. 36, 02.09.1991, p. 7673-7676.

Research output: Contribution to journalArticle

@article{9950f647c9d54146abd9340a1cf88024,
title = "Synthesis of pyrimido[2,1-b]thiazin-6-one by retro Diels-Alder reaction",
abstract = "The first mild retrodiene processes resulting in bicyclic heterocycles are described. From norbornene diexo- and diendo-β-amino acids with chloroalkyl isothiocyanates, compounds 3-6 were prepared, which, by retrodiene decomposition, furnished 7 and 8.",
keywords = "pyrimido[2,1-b]thiazin-6-one., retrodiene decomposition, thiazino[2,3-b]quinazolin-6-one, thiazolo[2,3-b]quinazolin-5-one, thiazolo[3,2-a]pyrimidin-5-one",
author = "F. F{\"u}l{\"o}p and Imre Huber and {\'A}gnes Szab{\'o} and G. Bern{\'a}th and P. Soh{\'a}r",
year = "1991",
month = "9",
day = "2",
doi = "10.1016/S0040-4020(01)88290-9",
language = "English",
volume = "47",
pages = "7673--7676",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "36",

}

TY - JOUR

T1 - Synthesis of pyrimido[2,1-b]thiazin-6-one by retro Diels-Alder reaction

AU - Fülöp, F.

AU - Huber, Imre

AU - Szabó, Ágnes

AU - Bernáth, G.

AU - Sohár, P.

PY - 1991/9/2

Y1 - 1991/9/2

N2 - The first mild retrodiene processes resulting in bicyclic heterocycles are described. From norbornene diexo- and diendo-β-amino acids with chloroalkyl isothiocyanates, compounds 3-6 were prepared, which, by retrodiene decomposition, furnished 7 and 8.

AB - The first mild retrodiene processes resulting in bicyclic heterocycles are described. From norbornene diexo- and diendo-β-amino acids with chloroalkyl isothiocyanates, compounds 3-6 were prepared, which, by retrodiene decomposition, furnished 7 and 8.

KW - pyrimido[2,1-b]thiazin-6-one.

KW - retrodiene decomposition

KW - thiazino[2,3-b]quinazolin-6-one

KW - thiazolo[2,3-b]quinazolin-5-one

KW - thiazolo[3,2-a]pyrimidin-5-one

UR - http://www.scopus.com/inward/record.url?scp=0026042296&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0026042296&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(01)88290-9

DO - 10.1016/S0040-4020(01)88290-9

M3 - Article

AN - SCOPUS:0026042296

VL - 47

SP - 7673

EP - 7676

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 36

ER -