Reaction of 5-halo-1,2,3-thiadiazoles with aliphatic diamines. Synthesis and intramolecular cyclization of bis(1,2,3-triazolyl-1,2,3-thiadiazolyl)sulfides / Volkova NN,Tarasov EV,Kodess MI,Van Meervelt L,Dehaen W,Bakulev VA // ORGANIC \& BIOMOLECULAR CHEMISTRY. - 2003. - V. 1, l. 22. - P. 4030-4038.

ISSN/EISSN:

1477-0520 / нет данных

Type:

Article

Abstract:

Bis{[}1,2,3] triazolo{[}1,5-f:5',1'-b]{[}1,3,6] thiadiazepine and {[}1,5-g:5',1'-b]{[}1,3,7] thiadiazocine ring systems have been synthesized from 5-halo-1,2,3-thiadiazoles and aliphatic diamines. We have found that the last step of the process is the cyclization of initially formed bis(1,2,3-triazolyl- 1,2,3-thiadiazolyl) sulfides. The structures of the intermediates and products were supported by different NMR spectroscopic methods (H-1 coupled C-13 NMR, 2D HETCOR, HMBC and 1D INADEQUATE experiments) and mass spectrometry. Differences in the reaction pathway for aliphatic and less nucleophilic aromatic diamines were determined.

Author keywords:

1,2,3-THIADIAZOLES; DERIVATIVES

DOI:

10.1039/b307693h

Web of Science ID:

ISI:000186463000019

Соавторы в МНС:

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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	1,2,3-THIADIAZOLES; DERIVATIVES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	wim.dehaen@chem.kuleuven.ac.be
Number-of-Cited-References	11
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	1
Journal-ISO	Org. Biomol. Chem.
Doc-Delivery-Number	741MZ