volume 41 issue 1 pages 124-135

Purins, pyrimidines, and related condensed systems. 22. Synthesis and heterocyclization of 7-alkynyl- and 6,7-dialkynyllumazines

Shi Van Dang 1
A V Gulevskaya 1
A F Pozharskii 1
R V Kotelevskaya 1
Publication typeJournal Article
Publication date2005-01-01
scimago Q4
wos Q4
SJR0.243
CiteScore2.7
Impact factor1.0
ISSN00093122, 15738353
Organic Chemistry
Abstract
The reaction of 6,7-dichloro-1,3-dimethyllumazine with terminal alkynes under Sonogashira conditions gave 7-alkynyl-6-chloro- and 6,7-dialkynyl-1,3-dimethyllumazines. It was found that the alkynyllumazines readily add primary and secondary alkylamines at the 7-alkynyl group to form stable enamines, hydrolysis of which gives 7-(β-hydroxyvinyl)lumazines. The heterocyclization of 7-(β-aminovinyl)- and 7-(β-hydroxyvinyl)lumazines has been carried out to give pyrrolo-, pyrido-, furo-, and pyranopteridines.
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Van Dang S. et al. Purins, pyrimidines, and related condensed systems. 22. Synthesis and heterocyclization of 7-alkynyl- and 6,7-dialkynyllumazines // Chemistry of Heterocyclic Compounds. 2005. Vol. 41. No. 1. pp. 124-135.
GOST all authors (up to 50) Copy
Van Dang S., Gulevskaya A. V., Pozharskii A. F., Kotelevskaya R. V. Purins, pyrimidines, and related condensed systems. 22. Synthesis and heterocyclization of 7-alkynyl- and 6,7-dialkynyllumazines // Chemistry of Heterocyclic Compounds. 2005. Vol. 41. No. 1. pp. 124-135.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1007/s10593-005-0118-3
UR - https://doi.org/10.1007/s10593-005-0118-3
TI - Purins, pyrimidines, and related condensed systems. 22. Synthesis and heterocyclization of 7-alkynyl- and 6,7-dialkynyllumazines
T2 - Chemistry of Heterocyclic Compounds
AU - Van Dang, Shi
AU - Gulevskaya, A V
AU - Pozharskii, A F
AU - Kotelevskaya, R V
PY - 2005
DA - 2005/01/01
PB - Springer Nature
SP - 124-135
IS - 1
VL - 41
SN - 0009-3122
SN - 1573-8353
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2005_Van Dang,
author = {Shi Van Dang and A V Gulevskaya and A F Pozharskii and R V Kotelevskaya},
title = {Purins, pyrimidines, and related condensed systems. 22. Synthesis and heterocyclization of 7-alkynyl- and 6,7-dialkynyllumazines},
journal = {Chemistry of Heterocyclic Compounds},
year = {2005},
volume = {41},
publisher = {Springer Nature},
month = {jan},
url = {https://doi.org/10.1007/s10593-005-0118-3},
number = {1},
pages = {124--135},
doi = {10.1007/s10593-005-0118-3}
}
MLA
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Van Dang, Shi, et al. “Purins, pyrimidines, and related condensed systems. 22. Synthesis and heterocyclization of 7-alkynyl- and 6,7-dialkynyllumazines.” Chemistry of Heterocyclic Compounds, vol. 41, no. 1, Jan. 2005, pp. 124-135. https://doi.org/10.1007/s10593-005-0118-3.