A simple one pot synthesis of condensed 1,2,4-triazines by using the tandem A(N)-S-N(ipso) and S-N(H)-S-N(ipso) reactions / Chupakhin ON,Rusinov GL,Beresnev DG,Charushin VN,Neunhoeffer H // JOURNAL OF HETEROCYCLIC CHEMISTRY. - 2001. - V. 38, l. 4. - P. 901-907.

ISSN/EISSN:

0022-152X / 1943-5193

Type:

Article

Abstract:

A new synthetic approach to condensed 1,2,4-triazines based on using the tandem A(N)-S-N(ipso) and S-N(H)-S-N(ipso) reactions has been developed. 5-Methoxy-3-penyl-1,2,4-triazine and its NI-methyl quaternary salt were found to react with C,N-, C,O- and NAP-bifunctional nucleophiles (m-phenylenediamine, resorcinol, semicarbazide and ureas) into triazacarbazoles, benzofuro{[}2,3-e]{[}1,2,4]-triazines, and 6-azapurine derivatives. In all cases nucleophiles attack first the unsubstituted C-6 carbon of the triazine ring, while the final stage is replacement of the methoxy group affording cyclization products.

Author keywords:

SUBSTITUTION; TRANSFORMATIONS; NUCLEOPHILES; HYDROGEN; AZINES; SALTS

DOI:

нет данных

Web of Science ID:

ISI:000170617300014

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	JUL-AUG
Publisher	WILEY-BLACKWELL
Address	111 RIVER ST, HOBOKEN 07030-5774, NJ USA
Language	English
EISSN	1943-5193
Keywords-Plus	SUBSTITUTION; TRANSFORMATIONS; NUCLEOPHILES; HYDROGEN; AZINES; SALTS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Number-of-Cited-References	21
Usage-Count-Since-2013	4
Journal-ISO	J. Heterocycl. Chem.
Doc-Delivery-Number	465YJ