ANNULATIONS OF 2-AMINONAPHTHOQUINONE WITH ALDEHYDES AND ACETALS

Citation
A. Marcos et al., ANNULATIONS OF 2-AMINONAPHTHOQUINONE WITH ALDEHYDES AND ACETALS, Tetrahedron, 51(23), 1995, pp. 6565-6572
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
23
Year of publication
1995
Pages
6565 - 6572
Database
ISI
SICI code
0040-4020(1995)51:23<6565:AO2WAA>2.0.ZU;2-T
Abstract
One-pot annulations between 2-amino-1,4-naphthoquinone (1) and aldehyd es or acetals give either 6,13-dihydro-6-azapentacene-5,7,12,14-tetrao nes (4) or H-2,4-dihydronaphtho[2,3-d]1,3-oxazine-5,10-diones (5). The se reactions constitute new examples of Hantzsch synthesis of 1,4-dihy dropyridines and 6-endo-trig ring closures, respectively.