Tandem Reactions of Thermolysis and [3+2] Cycloaddition in the Synthesis of 3-Hetaryl-4-Nitrofuroxans from 4-Nitrofuroxannitrolic Acid

Tandem Reactions of Thermolysis and [3+2] Cycloaddition in the Synthesis of 3-Hetaryl-4-Nitrofuroxans from 4-Nitrofuroxannitrolic Acid Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2020, Volume: 56, Number: 5, Pages: 607-610 Pages count : 4 DOI: 10.1007/s10593-020-02706-4

Authors

Larin Alexander А. ¹ , Fershtat Leonid L. ¹ , Makhova Nina N. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Ave., Moscow, Russia

A tandem method of synthesis of 3-hetaryl-4-nitrofuroxans was developed based on the one-pot sequence of thermolysis of 4-nitrofuroxannitrolic acid to the corresponding 4-nitro-3-furoxancarbonitrile oxide and [3+2] cycloaddition of the latter to acetylenes and olefins. It was established that the synthesized 3-(isoxazol-3-yl)- and 3-(isoxazolin-3-yl)-4-nitrofuroxans are formed with high regioand diastereoselectivity.

Larin A.А. , Fershtat L.L. , Makhova N.N.
Tandem Reactions of Thermolysis and [3+2] Cycloaddition in the Synthesis of 3-Hetaryl-4-Nitrofuroxans from 4-Nitrofuroxannitrolic Acid
Chemistry of Heterocyclic Compounds. 2020. V.56. N5. P.607-610. DOI: 10.1007/s10593-020-02706-4 WOS Scopus OpenAlex

Web of science:	WOS:000538241300001
Scopus:	2-s2.0-85086784174
OpenAlex:	W3033757205

DB	Citing
OpenAlex	10
Scopus	9
Web of science	8