Synthesis of Cyclic Vicinal Trifluoromethylated Hydroxylamine and Nitrone Based on Perfluorodiacetyl / Saloutina Lyudmila V.,Tretyakov Evgeny V.,Slepukhin Pavel A.,Saloutin Victor I.,Chupakhin Oleg N. // JOURNAL OF HETEROCYCLIC CHEMISTRY. - 2017. - V. 54, l. 3. - P. 1887-1890.

ISSN/EISSN:

0022-152X / 1943-5193

Type:

Article

Abstract:

Perfluorodiacetyl (PFDA) demonstrates high-synthetic potential in reaction with bifunctional nucleophilic reagents. Therefore, PFDA is a useful reagent in the synthesis of CF3-substituted heterocycles. In this work, we explored the reaction of PFDA with a sterically hindered bis-hydroxylamine, isolated the products and clarified their structures. It was found that the reaction initially gave the 5,5,6,6-tetramethyl-2,3-bis(trifluoromethyl)pyperazine-1,2,3,4-tetraol heterocycle with a unique set of functional groups. This tetraol was shown to easily undergo dehydration with formation of the first cyclic alpha-CF3-substituted nitrone.

Author keywords:

STABILIZATION

DOI:

10.1002/jhet.2782

Web of Science ID:

ISI:000401732500023

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	MAY
Publisher	WILEY
Address	111 RIVER ST, HOBOKEN 07030-5774, NJ USA
Language	English
EISSN	1943-5193
Keywords-Plus	STABILIZATION
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	saloutinalv@yandex.ru
ResearcherID-Numbers	Tretyakov, Evgeny/A-7163-2014
ORCID-Numbers	Tretyakov, Evgeny/0000-0003-1540-7033
Funding-Acknowledgement	Ural Branch of Russian Academy of Sciences {[}15-21-35, 15-21-3-6, 15-21-3-7]; Council on Grants of the President of the Russian Federation (Program for State Support of Leading Scientific Schools of the Russian Federation) {[}NSh-8922.2016.3]
Funding-Text	The work received financial support from the Ural Branch of Russian Academy of Sciences (projects 15-21-35, 15-21-3-6 and 15-21-3-7) and the Council on Grants of the President of the Russian Federation (Program for State Support of Leading Scientific Schools of the Russian Federation, Grant NSh-8922.2016.3). Authors would like to acknowledge the Multi-Access Chemical Service Center SB RAS for spectral and analytical measurements.
Number-of-Cited-References	8
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	1
Journal-ISO	J. Heterocycl. Chem.
Doc-Delivery-Number	EV4LW