Revisiting the Synthesis of Functionally Substituted 1,4-Dihydrobenzo[e][1,2,4]triazines

Revisiting the Synthesis of Functionally Substituted 1,4-Dihydrobenzo[e][1,2,4]triazines Full article

Journal

Molecules
ISSN: 1420-3049

Output data

Year: 2022, Volume: 27, Number: 8, Article number : 2575, Pages count : DOI: 10.3390/molecules27082575

Authors

Epishina Margarita A. ¹ , Kulikov Alexander S. ¹ , Fershtat Leonid L. ¹

Affiliations

1	Laboratory of Nitrogen Compounds, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp., 47, 119991 Moscow, Russia

A series of novel 1,4-dihydrobenzo[1,2,4][e]triazines bearing an acetyl or ester moiety as a functional group at the C(3) atom of the 1,2,4-triazine ring were synthesized. The synthetic protocol is based on an oxidative cyclization of functionally substituted amidrazones in the presence of DBU and Pd/C. It was found that the developed approach is suitable for the preparation of 1,4-dihydrobenzo[e][1,2,4]triazines, but the corresponding Blatter radicals were isolated only in few cases. In addition, a previously unknown dihydrobenzo[e][1,2,4]triazolo[3,4-c][1,2,4]triazine tricyclic open-shell derivative was prepared. Studies of thermal behavior of the synthesized 1,4-dihydrobenzo[1,2,4][e]triazines revealed their high thermal stability (up to 240–250 °C), which enables their application potential as components of functional organic materials.

Epishina M.A. , Kulikov A.S. , Fershtat L.L.
Revisiting the Synthesis of Functionally Substituted 1,4-Dihydrobenzo[e][1,2,4]triazines
Molecules. 2022. V.27. N8. 2575 . DOI: 10.3390/molecules27082575 WOS Scopus OpenAlex

Web of science:	WOS:000786326300001
Scopus:	2-s2.0-85128802606
OpenAlex:	W4224238962

DB	Citing
OpenAlex	10
Scopus	10
Web of science	10