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AMIDES OF 1,3,7-TRIAZAPYRENE SERIES: SYNTHESIS BY NUCLEOPHILIC SUBSTITUTION OF ALKOXY GROUPS

Иван В. Боровлев, Олег П. Демидов, Надежда А. Курносова, Гульминат А. Амангазиева, Елена К. Авакян
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Abstract


The treatment of 6,8-dialkoxy-1,3,7-triazapyrenes with sodium acylamides in DMSO at room temperature resulted in ipso-substitution of one alkoxy group with amide group, giving 8-acylamino-6-alkoxy-1,3,7-triazapyrenes. The reaction at 65–70°C proceeded as a tandem SNAripso–SN2 process, leading to the formation of 8-acylamino-6-oxo-6,7-dihydro-1,3,7-triazapyrenes.

How to Cite
Borovlev, I. V.; Demidov, O. P.; Kurnosova, N. A.; Amangazieva, G. A.; Avakyan, E. K. Chem. Heterocycl. Compd. 2015, 51, 334. [Khim. Geterotsikl. Soedin. 2015, 51, 334.]

For this article in the English edition see DOI 10.1007/s10593-015-1704-7


Keywords


6,8-dialkoxy-1,3,7-triazapyrenes; ipso substitution of alkoxy groups; nucleophilic amidation; tandem SNAripso–SN2 reactions

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