A novel mesoionic ring system: unusual cyclization of thio- and amino-acid derivatives of 6-azauracil

Novel mesoionic heterocyclic structures 8 have been obtained via the internal cyclization of thio- and amino-acid derivatives of 6-azatiracil 7b-d. These compounds undergo ring-opening reactions with amines to yield the respective 6-azauracil amides (9) in good yields under microwave irradiation. (c...

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Bibliographic Details
Published inTetrahedron letters Vol. 46; no. 32; pp. 5325 - 5328
Main Authors Lakner, FJ, Xia, HJ, Pervin, A, Hammaker, Jahangiri, KG, Dalton, MK, Khvat, A, Kiselyov, A, Ivachtchenko, AV
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 08.08.2005
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
6-azauracil
mesoionic structures
amidation reaction
X-ray analysis
microwave
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Summary:Novel mesoionic heterocyclic structures 8 have been obtained via the internal cyclization of thio- and amino-acid derivatives of 6-azatiracil 7b-d. These compounds undergo ring-opening reactions with amines to yield the respective 6-azauracil amides (9) in good yields under microwave irradiation. (c) 2005 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2005.06.032