Reactions of malonothioamide derivatives with azides / Dianova L.N., Berseneva V.S., El'Tsov O.S., Fan Z.-J., Bakulev V.A. // Chemistry of Heterocyclic Compounds. - 2014. - V. 50, l. 7. - P. 972-978.

ISSN:
00093122
Type:
Article
Abstract:
The reactions of primary and tertiary malonothioamides with aryl and sulfonyl azides can take place in three directions, depending on the nature of the thioamides and azides. Ethoxycarbonylthioacetamide reacts with aryl azides with the formation of ethyl 5-amino-1-aryl-1,2,3-triazole-4-carboxylates. In reaction with aryl azides tertiary thioamides of cyanoacetic acid form 5-amino-1-aryl-1,2,3-triazole-4-carbothioamides, and in reaction with tosyl azide they form 5-amino-4-carboxamidino-1,2,3-thia-diazoles. Hypothetical mechanisms for the transformations are discussed. © 2014 Springer Science+Business Media New York.
Author keywords:
1,2,3-thiadiazoles; 1,2,3-triazoles; aryl azides; cyclocondensation; malonothioamides; rearrangements
Index keywords:
нет данных
DOI:
10.1007/s10593-014-1552-x
Смотреть в Scopus:
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84919880695&doi=10.1007%2fs10593-014-1552-x&partnerID=40&md5=6d52e277b8dcc916449b5b6456af555b
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Link https://www.scopus.com/inward/record.uri?eid=2-s2.0-84919880695&doi=10.1007%2fs10593-014-1552-x&partnerID=40&md5=6d52e277b8dcc916449b5b6456af555b
Affiliations Ural Federal University Named after the First President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg, Russian Federation; State Laboratory of Heteroorganic Chemistry, Nankai Universitys, 94 Beijin St., Tianjing, China
Author Keywords 1,2,3-thiadiazoles; 1,2,3-triazoles; aryl azides; cyclocondensation; malonothioamides; rearrangements
Funding Details 14-03-01033, RFBR, Russian Foundation for Basic Research
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Correspondence Address Bakulev, V.A.; Ural Federal University Named after the First President of Russia B. N. Yeltsin, 19 Mira St., Russian Federation
Publisher Springer New York LLC
CODEN CHCCA
Language of Original Document English
Abbreviated Source Title Chem. Heterocycl. Compd.
Source Scopus