Palladium(II)-Catalyzed Oxidative C-H/C-H Coupling and Eliminative S-N(H) Reactions in Direct Functionalization of Imidazole Oxides with Indoles / Varaksin Mikhail V.,Utepova Irina A.,Chupakhin Oleg N.,Charushin Valery N. // JOURNAL OF ORGANIC CHEMISTRY. - 2012. - V. 77, l. 20. - P. 9087-9093.

ISSN/EISSN:

0022-3263 / нет данных

Type:

Article

Abstract:

Two novel synthetic approaches to realize the direct C(sp(2))-H bond functionalization in cyclic nitrones are reported. Palladium(II)-catalyzed oxidative C C coupling of 2,2-dialkyl-4-phenyl-2H-imidazole 1-oxides with indoles was shown to result in the formation of S-indolyl-3-yl derivatives, while nucleophilic substitution of hydrogen (S-N(H)) at C(5) of the same imidazole system was found to afford the corresponding deoxygenated compounds.

Author keywords:

CATALYZED DIRECT ARYLATION; UNACTIVATED ARENES; GREEN CHEMISTRY; NITRONES; HETEROARENES; THERAPEUTICS; SUBSTITUTION; HETEROCYCLES; PERSPECTIVE; REAGENTS

DOI:

10.1021/jo301618b

Web of Science ID:

ISI:000309951700025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	OCT 19
Publisher	AMER CHEMICAL SOC
Address	1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Language	English
Keywords-Plus	CATALYZED DIRECT ARYLATION; UNACTIVATED ARENES; GREEN CHEMISTRY; NITRONES; HETEROARENES; THERAPEUTICS; SUBSTITUTION; HETEROCYCLES; PERSPECTIVE; REAGENTS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	chupakhin@ios.uran.ru
ResearcherID-Numbers	Varaksin, Mikhail/J-5007-2015
ORCID-Numbers	Varaksin, Mikhail/0000-0002-7997-3686
Funding-Acknowledgement	Russian Federation {[}NSh-5505.2012.3]; Russian Foundation for Basic Research {[}10-03-00756-a]; Civilian Research and Development Foundation {[}CRDF REC 005]; Ural Federal University
Funding-Text	The spectral data were obtained at the ``Integrated research and expert assessment of organic materials{''} laboratory (Ural Federal University). The research was financially supported by 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-5505.2012.3), the Russian Foundation for Basic Research (Project no. 10-03-00756-a), the Civilian Research and Development Foundation (CRDF REC 005), and the Ural Federal University development program with financial support of young scientists.
Number-of-Cited-References	61
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	35
Journal-ISO	J. Org. Chem.
Doc-Delivery-Number	022IO