SYNTHESIS AND BIOLOGICAL-ACTIVITY OF NOVEL 1(2H)-FURO[2,3-H]ISOQUINOLINONE, 1(2H)-PYRANO[2,3-H]ISOQUINOLINONE AND 2H-PYRANO[2,3-H]ISOQUINOLINE-1,8-DIONE

Authors
DESOUZA EP FERNANDES PS
Citation
Ep. Desouza et Ps. Fernandes, SYNTHESIS AND BIOLOGICAL-ACTIVITY OF NOVEL 1(2H)-FURO[2,3-H]ISOQUINOLINONE, 1(2H)-PYRANO[2,3-H]ISOQUINOLINONE AND 2H-PYRANO[2,3-H]ISOQUINOLINE-1,8-DIONE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(6), 1994, pp. 552-555
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
33
Issue
6
Year of publication
1994
Pages
552 - 555
Database
ISI
SICI code
0376-4699(1994)33:6<552:SABON1>2.0.ZU;2-H
Abstract
A base-catalysed Claisen rearrangement of 7-(2'-bromoallyloxy)-1(2H)-i soquinolinone (5) and 7-(2'-propynloxy)-1(2H)-isoquinolinone (6) to gi ve 1(2H)-furo[2,3-h]isoquinolinone (7) and a Claisen rearrangement of 7-(2'-propynyloxy)-1(2H)-isoquinolinone (6) followed by an electrocycl ic ring closure in N,N-diethylaniline to give 1(2H)-pyrano[2,3-h]isoqu inolinone (8) are described. Oxidation of compound 8 by 2,3-dichloro-5 ,6-dicyanobenzoquinone (DDQ) affords 2H-pyrano[2,3-h]isoquinoline-1,8- dione (9).