A facile, metal-free, oxidative coupling of new 6-(hetero) aryl-{[}1,2,5]-oxadiazolo{[}3,4-b] pyrazines with pyrroles, indoles and carbazoles / Kvashnin Yuriy A.,Kazin Nikita A.,Verbitskiy Egor V.,Svalova Tatyana S.,Ivanova Alla V.,Kozitsina Alisa N.,Slepukhin Pavel A.,Rusinov Gennady L.,Chupakhin Oleg N.,Charushin Valery N. // ARKIVOC. - 2016. - V. , l. 5. - P. 279-300.

ISSN/EISSN:

1551-7004 / 1551-7012

Type:

Article

Abstract:

A facile, transition metal free, one-pot oxidative coupling reaction between 6-(hetero)aryl{[} 1,2,5] oxadiazolo{[}3,4-b] pyrazines and pyrroles, indoles or carbazoles is reported. This atom-economic C-H functionalization procedure requires only stoichiometric amounts of reacting heterocycles and an appropriate Lewis acid, as catalyst. The structures of representative new 5,6-di(hetero)aryl-{[}1,2,5] oxadiazolo{[}3,4-b] pyrazines were confirmed by X-ray crystallography. The redox and optical measurements for new compounds, bearing carbazole units, have also been performed.

Author keywords:

Furazano{[}3,4-b] pyrazines; pyrroles; indoles; carbazoles; C-H functionalization SOLID-STATE FLUORESCENCE; NUCLEOPHILIC AROMATIC-SUBSTITUTION; QUINOL-TYPE FLUOROPHORES; THIN-FILM TRANSISTORS; PHOTOPHYSICAL PROPERTIES; 1,4-DIAZINIUM SALTS; CRYSTAL-STRUCTURES; DERIVATIVES; HYDROGEN; SEMICONDUCTORS

DOI:

10.3998/ark.5550190.p009.828

Web of Science ID:

ISI:000385801100019

Соавторы в МНС:

Другие поля

Поле	Значение
Publisher	ARKAT USA INC
Address	C/O ALAN R KATRITZKY, UNIV FLORIDA, DEPT CHEMISTRY, PO BOX 117200, GAINESVILLE, FL 32611 USA
Language	English
EISSN	1551-7012
Keywords-Plus	SOLID-STATE FLUORESCENCE; NUCLEOPHILIC AROMATIC-SUBSTITUTION; QUINOL-TYPE FLUOROPHORES; THIN-FILM TRANSISTORS; PHOTOPHYSICAL PROPERTIES; 1,4-DIAZINIUM SALTS; CRYSTAL-STRUCTURES; DERIVATIVES; HYDROGEN; SEMICONDUCTORS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	Verbitsky@ios.uran.ru
ResearcherID-Numbers	Kozitsina, Alisa/S-6317-2017
Funding-Acknowledgement	Russian Science Foundation {[}16-13-10435]
Funding-Text	The research was financially supported by the Russian Science Foundation (Project No. 16-13-10435).
Number-of-Cited-References	45
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	5
Journal-ISO	Arkivoc
Doc-Delivery-Number	DZ4BC