Abstract
Abstract: Several 2-amino-4-aryl-6-methoxy-4H-benzo[h]chromene-3-carbonitrile (101a-f) and ethyl 2-amino-4-aryl-6-methoxy-4H-benzo[h]-chromene-3-carboxylate (102a-d,f) were prepared from reaction of 4-methoxy-1-naphthol (17) with aromatic aldehydes (14a-f) and malononitrile (15a), α-cyanocinnamonitriles (39a-f), or from 4- methoxy-1-naphthol (17) with aromatic aldehydes (14a-d,f) and ethyl cyanoacetate (15b) or with ethyl α-cyanocinnamates (40a-d,f) in ethanolic piperidine solution under reflux for 1-2 hr or under Microwave irradiation conditions for 2 min. (Scheme 66), while treatment of (17) with (39a-f) in ethanol / ammonium acetate / acetic acid under reflux for 5 hr afforded (101a,c-f) in the case of (39a,c-f) instead of the formation of the 1,4- dihydrobenzo[h]quinoline-3-carbonitrile (103) or the benzo[h]quinoline-3-carbonitrile derivatives (104), while in the case of (39b) afforded-1,4-dihydrobenzo[h]quinoline-3- carbonitrile derivative (103) (Scheme 67)...