Bicyclic 6-6 systems

Five or more heteroatoms

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

This chapter covers the diverse range of heterocycles that have two six-membered rings with five or more heteroatoms at positions other than the ring junctions. The 7-azapteridine nucleus (the pyrimido[5,4-e]-1,2,4-triazines) that is present in natural products such as toxoflavin, fervenulin, and reumycin dominates the chapter, although there are significant contributions from the 6-azapteridines (the pyrimido[4,5-e]-triazines), the pyrazinothiadiazines, the pyrimidothiadiazines, and the recently discovered pyridotetrazines. The organization of the chapter follows reaction type and synthesis type and is not arranged according to ring system. Most of the syntheses covered start with one preexisting heterocycle (commonly a triazine) and are categorized according to the way that the remaining heteroatoms are disposed to the ring junction. Spectroscopic, thermodynamic, and theoretical aspects are dealt with, but concentrate necessarily on the more common heterocycles within this category, or upon interesting or unusual results.
Original languageEnglish
Title of host publicationComprehensive Heterocyclic Chemistry III
EditorsAlan R. Katritzky, Christopher A. Ramsden, Richard J.K. Taylor
PublisherElsevier Ltd
Chapter10.20
Pages1093-1134
Number of pages42
Volume10
ISBN (Print)9780080449920
DOIs
Publication statusPublished - 1 Dec 2008

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Triazines
Biological Products
Thermodynamics
fervenulin
1,2,4-triazine
reumycin
toxoflavin

Cite this

Hemming, K. (2008). Bicyclic 6-6 systems: Five or more heteroatoms. In A. R. Katritzky, C. A. Ramsden, & R. J. K. Taylor (Eds.), Comprehensive Heterocyclic Chemistry III (Vol. 10, pp. 1093-1134). Elsevier Ltd. https://doi.org/10.1016/B978-008044992-0.00920-2
Hemming, K. / Bicyclic 6-6 systems : Five or more heteroatoms. Comprehensive Heterocyclic Chemistry III. editor / Alan R. Katritzky ; Christopher A. Ramsden ; Richard J.K. Taylor. Vol. 10 Elsevier Ltd, 2008. pp. 1093-1134
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keywords = "Azapteridine, Fervenulin, Pyrazinothiadiazine, Pyridazinotriazine, Pyridotetrazine, Pyrimidothiadiazine, Pyrimidotriazine, Toxoflavin, Triazine, Reumycin",
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Hemming, K 2008, Bicyclic 6-6 systems: Five or more heteroatoms. in AR Katritzky, CA Ramsden & RJK Taylor (eds), Comprehensive Heterocyclic Chemistry III. vol. 10, Elsevier Ltd, pp. 1093-1134. https://doi.org/10.1016/B978-008044992-0.00920-2

Bicyclic 6-6 systems : Five or more heteroatoms. / Hemming, K.

Comprehensive Heterocyclic Chemistry III. ed. / Alan R. Katritzky; Christopher A. Ramsden; Richard J.K. Taylor. Vol. 10 Elsevier Ltd, 2008. p. 1093-1134.

Research output: Chapter in Book/Report/Conference proceedingChapter

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Hemming K. Bicyclic 6-6 systems: Five or more heteroatoms. In Katritzky AR, Ramsden CA, Taylor RJK, editors, Comprehensive Heterocyclic Chemistry III. Vol. 10. Elsevier Ltd. 2008. p. 1093-1134 https://doi.org/10.1016/B978-008044992-0.00920-2