Straightforward approach to vicinal diaryl-1,2,3-triazoles from α-nitrostilbenes and sodium azide

Straightforward approach to vicinal diaryl-1,2,3-triazoles from α-nitrostilbenes and sodium azide Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2026, Volume: 75, Number: 5, Pages: 1561-1569 Pages count : 9 DOI: 10.1007/s11172-026-5006-2

Authors

Koblov I.A. ¹ , Semenov K.A. ¹ , Daeva E.D. ¹ , Minyaev M.E. ¹ , Kislyi V.P. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

The cycloaddition of HN3 to accessible α-nitrostilbenes affords new 4,5-diaryl-1,2,3-triazoles in high yields (70–91%). This method is characterized by the simplicity and the ease of isolation of the final products and does not require the use of an inert atmosphere and/or metal catalysts. Under basic conditions, the alkylation proceeds with high regioselectivity at the endocyclic N(2) atom. The crystal and molecular structure of 4-(4-methoxy-3-nitrophenyl)-2-methyl-5-phenyl-1,2,3-triazole was established by X-ray diffraction analysis. The hydrogenation of the nitro group using the Zn—AcOH—NH4Br system gives the corresponding aminoaryl-substituted triazoles in high yields.

Koblov I.A. , Semenov K.A. , Daeva E.D. , Minyaev M.E. , Kislyi V.P.
Straightforward approach to vicinal diaryl-1,2,3-triazoles from α-nitrostilbenes and sodium azide
Russian Chemical Bulletin. 2026. V.75. N5. P.1561-1569. DOI: 10.1007/s11172-026-5006-2 WOS Scopus OpenAlex

Коблов И.А. , Семенов К.А. , Даева Е.Д. , Миняев М.Е. , Кислый В.П.
Простой способ получения вицинальных диарил-1,2,3-триазолов из α-нитростильбенов и азида натрия
Известия Академии наук. Серия химическая. 2026. Т.75. №5. С.1561-1569.

Published online:

Aug 3, 2026

≡ Web of science:	WOS:001839451500014
≡ Scopus:	2-s2.0-105046437532
≡ OpenAlex:	W7172273249