3,6-bis(2H-tetrazol-5-yl)-1,2,4,5-tetrazine: A versatile bifunctional building block for the synthesis of linear oligoheterocycles

Citation
J. Sauer et al., 3,6-bis(2H-tetrazol-5-yl)-1,2,4,5-tetrazine: A versatile bifunctional building block for the synthesis of linear oligoheterocycles, EUR J ORG C, (4), 2001, pp. 697-706
Citations number
88
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
4
Year of publication
2001
Pages
697 - 706
Database
ISI
SICI code
1434-193X(200102):4<697:3AVBB>2.0.ZU;2-J
Abstract
3,6-Bis(2H-tetrazol-5-yl)-1,2,4,5-tetrazine (3) (BTT) is an energy-rich com pound and a strong dibasic acid. The bifunctional compound 3 is capable of [4+2] cycloadditions through its tetrazine unit as a 4 pi compound, and of acylating ring-opening reactions through its tetrazole rings, leading to th e formation of linear oligoheterocycles 7, 12 with 1,2,4,5-tetrazine, pyrid azine, 1,3,4-oxadiazole, thiophene, furan, and pyrrole units in sequences n ot easily available by other synthetic methods.