Issue 4, 2012

Naphtho[2,1-h]isoquinolines: a new class of partially reduced polycyclic aromatic nucleus

Abstract

An efficient de novo synthesis of partially reduced naphtho[2,1-h]isoquinolines has been developed through base catalyzed ring transformation of 2-oxo-4-sec-amino-5,6-dihydro-2H-benzo[h]chromene-3-carbonitriles by a carbanion, generated in situ from 1-substituted-4-piperidones in DMF and powdered KOH, in excellent yields. The effect of nitrogen insertion in the D ring of partially reduced benzo[c]phenanthrene on conformational changes has also been studied by X-ray diffraction analysis.

Graphical abstract: Naphtho[2,1-h]isoquinolines: a new class of partially reduced polycyclic aromatic nucleus

Supplementary files

Article information

Article type
Communication
Submitted
20 Sep 2011
Accepted
30 Nov 2011
First published
04 Jan 2012

RSC Adv., 2012,2, 1299-1302

Naphtho[2,1-h]isoquinolines: a new class of partially reduced polycyclic aromatic nucleus

R. Pratap, R. Raghunandan, P. R. Maulik and V. Ji Ram, RSC Adv., 2012, 2, 1299 DOI: 10.1039/C2RA00767C

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