Synthesis and azido-tetrazole tautomerism of 3-azido-1,2,4-triazines / Deev Sergey L.,Shestakova Tatyana S.,Charushin Valery N.,Chupakhin Oleg N. // CHEMISTRY OF HETEROCYCLIC COMPOUNDS. - 2017. - V. 53, l. 9. - P. 963-975.

ISSN/EISSN:

0009-3122 / 1573-8353

Type:

Article

Abstract:

This review provides a generalized and systematized literature data from the previous 50 years on the synthesis and azido-tetrazole equilibrium of 3-azido-1,2,4-triazines, which are capable of rearrangement to tetrazole isomers with various types of ring fusion between the azole and azine moieties. Since the cyclization of 3-azido-1,2,4-triazines can lead to the formation of both tetrazolo{[}5,1-c]{[}1,2,4]-triazines and tetrazolo{[}1,5-b]{[}1,2,4]triazines, a particular attention was devoted to the methods for proving the structures of the isomeric tetrazole forms.

Author keywords:

azides; condensed triazines; tetrazoles; azido-tetrazole tautomerism; IR spectroscopy; NMR spectroscopy; ring-chain transformations; types of fusion RING-CHAIN TAUTOMERISM; V RYADU BENZODIAZINOV; STICKSTOFFHALTIGER HETEROCYCLEN; STRUCTURE ELUCIDATION; CYCLIZATION REACTIONS; ISOMER PAIR; J COUPLINGS; EQUILIBRIUM; DERIVATIVES; CHEMISTRY

DOI:

10.1007/s10593-017-2157-y

Web of Science ID:

ISI:000415816100005

Соавторы в МНС:

Другие поля

Поле	Значение
Month	SEP
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
EISSN	1573-8353
Keywords-Plus	RING-CHAIN TAUTOMERISM; V RYADU BENZODIAZINOV; STICKSTOFFHALTIGER HETEROCYCLEN; STRUCTURE ELUCIDATION; CYCLIZATION REACTIONS; ISOMER PAIR; J COUPLINGS; EQUILIBRIUM; DERIVATIVES; CHEMISTRY
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	deevsl@yandex.ru charushin@ios.uran.ru
Funding-Acknowledgement	Ministry of Education and Science of the Russian Federation {[}4.6351.2017/8.9]; Russian Foundation for Basic Research {[}17-03-01029]
Funding-Text	This work was performed within the framework of the State contract from the Ministry of Education and Science of the Russian Federation (4.6351.2017/8.9) and with financial support from the Russian Foundation for Basic Research (grant 17-03-01029).
Number-of-Cited-References	62
Journal-ISO	Chem. Heterocycl. Compds.
Doc-Delivery-Number	FN2IW