Stereochemical studies. Part 86. Saturated heterocycles. Part 81. Preparation of new thiouracils via retrodiene decomposition of methylene-bridged quinazolone thiones

G. Stájer, Angela E. Szabó, János Pintye, G. Bernáth, P. Sohár

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27 Citations (Scopus)

Abstract

endo- and exo-Norbornene (1) and (3) and norbornane (2) and (4) amino acids and isothiocyanates give methylene-bridged 2-thioxohexahydro- (10) and (11) and octahydro- (12) and (13)-quinazolin-4-ones. Compounds (10) and (11) decompose in a retro-Diels-Alder reaction when heated to melting, to give new 3-substituted thiouracils (14a-e); no convenient general suitable method was previously known for the preparation of these compounds.

Original languageEnglish
Pages (from-to)2483-2487
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 1
Publication statusPublished - 1985

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Thiouracil
Thiones
Norbornanes
Isothiocyanates
Decomposition
Melting
Amino Acids
2-norbornene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Stereochemical studies. Part 86. Saturated heterocycles. Part 81. Preparation of new thiouracils via retrodiene decomposition of methylene-bridged quinazolone thiones",
abstract = "endo- and exo-Norbornene (1) and (3) and norbornane (2) and (4) amino acids and isothiocyanates give methylene-bridged 2-thioxohexahydro- (10) and (11) and octahydro- (12) and (13)-quinazolin-4-ones. Compounds (10) and (11) decompose in a retro-Diels-Alder reaction when heated to melting, to give new 3-substituted thiouracils (14a-e); no convenient general suitable method was previously known for the preparation of these compounds.",
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journal = "Journal of the Chemical Society, Perkin Transactions 1",
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AU - Stájer, G.

AU - Szabó, Angela E.

AU - Pintye, János

AU - Bernáth, G.

AU - Sohár, P.

PY - 1985

Y1 - 1985

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AB - endo- and exo-Norbornene (1) and (3) and norbornane (2) and (4) amino acids and isothiocyanates give methylene-bridged 2-thioxohexahydro- (10) and (11) and octahydro- (12) and (13)-quinazolin-4-ones. Compounds (10) and (11) decompose in a retro-Diels-Alder reaction when heated to melting, to give new 3-substituted thiouracils (14a-e); no convenient general suitable method was previously known for the preparation of these compounds.

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