A NEW GENERAL-METHOD FOR THE SYNTHESIS OF 4-HYDROXYLATED 3-ARYLTETRAHYDROISOQUINOLINES

Authors
SANMARTIN R OLIVERA R DEMARIGORTA EM DOMINGUEZ E
Citation
R. Sanmartin et al., A NEW GENERAL-METHOD FOR THE SYNTHESIS OF 4-HYDROXYLATED 3-ARYLTETRAHYDROISOQUINOLINES, Tetrahedron, 51(18), 1995, pp. 5361-5368
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
18
Year of publication
1995
Pages
5361 - 5368
Database
ISI
SICI code
0040-4020(1995)51:18<5361:ANGFTS>2.0.ZU;2-S
Abstract
3-Aryl-4-hydroxytetrahydroisoquinolines have been prepared from deoxyb enzoins. The nitrosation of the latter derivatives has been improved a nd the catalytic reduction of the obtained oximinoketones has been car ried out with the help of ultrasounds. Heterocyclization to the isoqui noline moiety occurred on the unprotected 1,2-aminoalcohol to give ste reoselectively the corresponding hydroxylated heterocycle with good yi eld.