An efficient access to (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/[3+2]-cycloaddition strategy

An efficient access to (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/[3+2]-cycloaddition strategy Full article

Journal

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Output data

Year: 2015, Volume: 71, Number: 38, Pages: 6764-6775 Pages count : 12 DOI: 10.1016/j.tet.2015.07.034

Authors

Fershtat Leonid L. ¹ , Epishina Margarita A. ¹ , Kulikov Alexander S. ¹ , Ovchinnikov Igor V. ¹ , Ananyev Ivan V. ² , Makhova Nina N. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
2	A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova str., 119991 Moscow, Russian Federation

A general, highly effective two-step approach for direct synthesis of (1H-tetrazol-5-yl)furoxan ammonium salts with various functional substituents based on initial effective synthesis of cyanofuroxans by dehydration of furoxancarboxylic acid amides by the action of (CF3CO)2O/Py followed by [3+2]-cycloaddition of cyanofuroxans to ammonium azide, generated in situ from TMSN3 and NH4F, has been developed.

Fershtat L.L. , Epishina M.A. , Kulikov A.S. , Ovchinnikov I.V. , Ananyev I.V. , Makhova N.N.
An efficient access to (1H-tetrazol-5-yl)furoxan ammonium salts via a two-step dehydration/[3+2]-cycloaddition strategy
Tetrahedron. 2015. V.71. N38. P.6764-6775. DOI: 10.1016/j.tet.2015.07.034 WOS Scopus OpenAlex

≡ Web of science:	WOS:000359874300017
≡ Scopus:	2-s2.0-84938971213
≡ OpenAlex:	W2953374604