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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 23
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ARTICLES

Unexpected cascade transformations in the reaction of aromatic aldehydes with the malononitrile dimer

Pages 3343-3351 | Received 01 Aug 2019, Published online: 17 Sep 2019
 

Abstract

The one-pot reaction of aromatic aldehydes, malononitrile dimer, and triethylamine unexpectedly led to ammonium salts of not previously assumed 5,7-diamino-4-aryl-2-(dicyanomethyl)-1,4-dihydro-1,8-naphthyridine-3,6-dicarbonitriles, but the isomeric 5,7-diamino-4-aryl-2-(dicyanomethyl)-1,4-dihydro-1,6-naphthyridine-3,8-dicarbonitriles. Following neutralization and dehydrogenation led to the new, annulated with pyridine ring tricyanopyridines (TCPy).

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Additional information

Funding

The research was performed under the financial support of the Russian Science Foundation [grant no. 17-13-01237].

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