Collect. Czech. Chem. Commun.
1996, 61, 268-275
https://doi.org/10.1135/cccc19960268
Gould-Jacobs Reaction of 5- and 6-Amino-2-substituted Benzoxazoles. I. Reaction with Diethyl Ethoxymethylenemalonate
Dušan Ilavský, Katarína Heleyová, Jana Nádaská and Vladimír Bobošík
Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
This article is part of serial Gould-Jacobs Reaction of 5- and 6-Amino-2-substituted Benzoxazoles.
Abstract
Reaction of 2-substituted 5- and 6-aminobenzoxazoles 1 and 2 with diethyl ethoxymethylenemalonate afforded the corresponding diethyl 3-N-(5- and 6-benzoxazolyl)aminomethylenemalonates 3 and 4. Under conditions of the Gould-Jacobs reaction, the compounds 3 gave a mixture of angularly and linearly annelated oxazolo[4,5-f]quinolones 5 and oxazolo[5,4-g]quinolones 6, and compounds 4 afforded a mixture of oxazolo[5,4-f]quinolones 7 and oxazolo[4,5-g]quinolones 8.
Keywords: Gould-Jacobs reaction; Oxazoloquinolones.
