CONDENSED ISOQUINOLINES. 37. HETEROCYCLIZATION USING 3-(ARYLAMINO)- AND 3-(HETARYLAMINO)ISOQUINOLIN-1(2<i>H</i>)-ONES

Abstract

The reaction of 3-NHR-isoquinolin-1(2H)-ones (R = Ar) with aromatic aldehydes in the presence of Me₃SiCl or in acetic acid leads to the formation of derivatives of dibenzo[b,f][1,8]naphthyridin-5(6H)-one and benzo[f]isoquino[3,4-b][1,8]naphthyridine-5,9(6H,7H)-dione. The reaction for R = Het in the presence of Me3SiCl gives derivatives of 5H-pyrido[1',2':1,2]pyrimido[4,5-c]isoquinolin-5-one, benzo[f]isoquinoline[3,4-b][1,8]naphthyridine-5,9[6H,7H]-dione, and derivatives of new heterocyclic systems, 5H-pyrazino[1',2':1,2]pyrimido[4,5-c]isoquinolin-5-one, 5H-[1,3]thiazolo[3',2':1,2]pyrimido[4,5-c]isoquinolin-5-one, 5H-benzo[f]pyrazolo[3,4-b][1,8]naphthyridin-5-one, and isoquino[3,4-b][1,5]naphthyridin-5(6H)-one. The effect of the structure of substituent R and nature of the substituent in the benzaldehydes on the structure of the reaction products was studied.

How to Cite
Potikha, L. M.; Gutsul, R. M.; Plaskon, A. S.; Kovtunenko, V. A.; Tolmachev, A. A. Chem. Heterocycl. Compd. 2011, 47(3), 342. [Khim. Geterotsikl. Soedin. 2011, 417.]

For this article in the English edition see DOI 10.1007/s10593-011-0763-7