Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and alpha-arylamino-2,2 `-bipyridines with greener prospects / Kopchuk Dmitry S.,Chepchugov Nikolay V.,Kovalev Igor S.,Santra Sougata,Rahman Matiur,Giri Kousik,Zyryanov Grigory V.,Majee Adinath,Charushin Valery N.,Chupakhin Oleg N. // RSC ADVANCES. - 2017. - V. 7, l. 16. - P. 9610-9619.

ISSN/EISSN:

2046-2069 / нет данных

Type:

Article

Abstract:

A green and highly efficient method has been developed for the synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and alpha-arylamino-2,2'-bipyridines according to the principles of atom economy. It has been performed by two consecutive solvent-free reaction pathways: the ipso-substitution of a cyano-group in 5-cyano-1,2,4-triazines and the aza-Diels-Alder reaction of the resulting 5-arylamino-1,2,4-triazines with 1-morpholinocyclopentene used as a dienophile. Solvent and catalyst-free conditions, operational simplicity, the compatibility with various functional groups, nonchromatographic purification technique, and high yields are the notable advantages of this procedure. The present methodology possesses a low E-factor.

Author keywords:

DIELS-ALDER REACTION; MULTICOMPONENT REACTIONS; ORGANIC-SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; FUSED 1,2,4-TRIAZINES; TRIAZINE DERIVATIVES; PLATINUM COMPLEXES; CHEMISTRY; S-N(H); PHOTOPHYSICS

DOI:

10.1039/c6ra26305d

Web of Science ID:

ISI:000393761600029

Соавторы в МНС:

Другие поля

Поле	Значение
Publisher	ROYAL SOC CHEMISTRY
Address	THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Language	English
Keywords-Plus	DIELS-ALDER REACTION; MULTICOMPONENT REACTIONS; ORGANIC-SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; FUSED 1,2,4-TRIAZINES; TRIAZINE DERIVATIVES; PLATINUM COMPLEXES; CHEMISTRY; S-N(H); PHOTOPHYSICS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	sougatasantra85@gmail.com adinath.majee@visva-bharati.ac.in
Funding-Acknowledgement	Russian Science Foundation {[}16-43-02020]; UGC, New Delhi; BRNS-DAE, Govt. of India {[}37(2)/14/35/2014-BRNS/563]
Funding-Text	We are pleased to acknowledge the Russian Science Foundation (Ref. \# 16-43-02020) for funding. K. Giri is grateful to the UGC, New Delhi for Start-up Project Funding. A. Majee is grateful to BRNS-DAE, Govt. of India (Grant No. 37(2)/14/35/2014-BRNS/563) for financial support.
Number-of-Cited-References	54
Usage-Count-Last-180-days	3
Usage-Count-Since-2013	3
Journal-ISO	RSC Adv.
Doc-Delivery-Number	EK2MO