Benzyne-mediated rearrangement of 3-(2-pyridyl)-1,2,4-triazines into 10-(1H-1,2,3-triazol-1-yl)pyrido{[}1,2-a]indoles / Nikonov Igor L.,Kopchuk Dmitry S.,Kovalev Igor S.,Zyryanov Grigory V.,Khasanov Albert F.,Slepukhin Pavel A.,Rusinov Vladimir L.,Chupakhin Oleg N. // TETRAHEDRON LETTERS. - 2013. - V. 54, l. 48. - P. 6427-6429.

ISSN/EISSN:

0040-4039 / нет данных

Type:

Article

Abstract:

The reaction between 5-R-6-R-1-3-(2-pyridyl)-1,2,4-triazines and benzyne generated in situ in toluene under reflux results in the formation of 10-(1H-1,2,3-triazol-1-yl)pyrido{[}1,2-a]indoles 3 in up to 60\% yields instead of the expected 3-R-4-R-1-1-(2-pyridyl)isoquinolines 2. The crystal structure of product 3c and the proposed mechanism for the formation of 3 are reported. (C) 2013 Elsevier Ltd. All rights reserved.

Author keywords:

Arynes; 1,2,4-Triazines; Rearrangement; 1,2,3-Triazoles; Pyrido{[}1,2-a]indoles INVERSE-ELECTRON-DEMAND; DIELS-ALDER REACTIONS; FLUORESCENT SENSORS; N-OXIDES; ARYNES; 1,2,4-TRIAZINES; 2,2'-BIPYRIDINE; ISOQUINOLINES; TNT

DOI:

10.1016/j.tetlet.2013.09.042

Web of Science ID:

ISI:000326613600007

Соавторы в МНС:

Другие поля

Поле	Значение
Month	NOV 27
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	INVERSE-ELECTRON-DEMAND; DIELS-ALDER REACTIONS; FLUORESCENT SENSORS; N-OXIDES; ARYNES; 1,2,4-TRIAZINES; 2,2'-BIPYRIDINE; ISOQUINOLINES; TNT
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	gyzyryanov@gmail.com
Funding-Acknowledgement	Russian Ministry of Education {[}14.740.11.1020, 14.A18.21.0817]; RFBR {[}12-03-31726]; Council for grants of the President of Russian Federation {[}MK-1511.2013.3]
Funding-Text	This work was supported by the Russian Ministry of Education (State Contracts Nos. 14.740.11.1020 and 14.A18.21.0817), RFBR (Grant No. 12-03-31726) and the Council for grants of the President of Russian Federation (Grant No. MK-1511.2013.3).
Number-of-Cited-References	33
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	29
Journal-ISO	Tetrahedron Lett.
Doc-Delivery-Number	247JL