REDUCTION OF QUINOLINES TO 1,2,3,4-TETRAHYDRO DERIVATIVES EMPLOYING ACOMBINATION OF NACNBH3 AND BF3.OET(2)

Authors
SRIKRISHNA A REDDY TJ VISWAJANANI R
Citation
A. Srikrishna et al., REDUCTION OF QUINOLINES TO 1,2,3,4-TETRAHYDRO DERIVATIVES EMPLOYING ACOMBINATION OF NACNBH3 AND BF3.OET(2), Tetrahedron, 52(5), 1996, pp. 1631-1636
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
5
Year of publication
1996
Pages
1631 - 1636
Database
ISI
SICI code
0040-4020(1996)52:5<1631:ROQT1D>2.0.ZU;2-#
Abstract
A regiospecific reduction of quinolines (and 1,10-phenanthroline) into the corresponding 1,2,3,4-tetrahydro derivatives using a combination of sodium cyanoborohydride and boron trifluoride etherate in refluxing methanol is described. Under the same conditions indole and acridine reduced to the corresponding dihydroderivatives, whereas acyl group tr ansfer from oxygen to nitrogen atom is also noticed in the case of 8-a cyloxyquinolines.