e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Tetrahedron

A novel approach to 4-benzylisoouinolines

U Berger, T Burgemeister, G Dannhardt, KK Mayer…

Index: Berger, U.; Burgemeister, Th.; Dannhardt, G.; Mayer, K. K.; Wiegrebe, W. Tetrahedron, 1984 , vol. 40, # 1 p. 215 - 220

Full Text: HTML

Citation Number: 4

Abstract

The reaction of quinone methides with 3.4-dihydroisoquinoline or isoquinoline leads to benzylisoquinoline derivatives. NMR and ms investigations as well as chemical degradation prove that benzylation takes place at C-4 of the isoquinoline nucleus. Spectroscopic data are given for all new compounds.

diazomethane Structure

2-(isoquinolin-4-ylmethyl)phenol Structure

2-(isoquinolin-...

~67%

4-[(2-methoxyphenyl)methyl]isoquinoline Structure

4-[(2-methoxyph...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

~%

4-[(2-methoxyphenyl)methyl]isoquinoline Structure

4-[(2-methoxyph...

salicyl alcohol Structure

salicyl alcohol

~%

4-[(2-methoxyphenyl)methyl]isoquinoline Structure

4-[(2-methoxyph...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

~%

2-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

2-[(2-methyl-3,...

salicyl alcohol Structure

salicyl alcohol

~%

2-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

2-[(2-methyl-3,...

2-(isoquinolin-4-ylmethyl)phenol Structure

2-(isoquinolin-...

methyl iodide Structure

~%

2-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

2-[(2-methyl-3,...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

~%

4-[(2-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline Structure

4-[(2-methoxyph...

salicyl alcohol Structure

salicyl alcohol

~%

4-[(2-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline Structure

4-[(2-methoxyph...

2-(isoquinolin-4-ylmethyl)phenol Structure

2-(isoquinolin-...

~%

4-[(2-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline Structure

4-[(2-methoxyph...

4-[(2-methoxyphenyl)methyl]isoquinoline Structure

4-[(2-methoxyph...

methyl iodide Structure

~%

4-[(2-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinoline Structure

4-[(2-methoxyph...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

~%

2-[2-[2-[(dimethylamino)methyl]phenyl]prop-2-enyl]phenol Structure

2-[2-[2-[(dimet...

salicyl alcohol Structure

salicyl alcohol

~%

2-[2-[2-[(dimethylamino)methyl]phenyl]prop-2-enyl]phenol Structure

2-[2-[2-[(dimet...

2-(isoquinolin-4-ylmethyl)phenol Structure

2-(isoquinolin-...

~%

2-[2-[2-[(dimethylamino)methyl]phenyl]prop-2-enyl]phenol Structure

2-[2-[2-[(dimet...

2-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

2-[(2-methyl-3,...

methyl iodide Structure

~%

2-[2-[2-[(dimethylamino)methyl]phenyl]prop-2-enyl]phenol Structure

2-[2-[2-[(dimet...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

4-Hydroxybenzyl alcohol Structure

4-Hydroxybenzyl...

~44%

4-(isoquinolin-4-ylmethyl)phenol Structure

4-(isoquinolin-...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

~%

4-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

4-[(2-methyl-3,...

4-Hydroxybenzyl alcohol Structure

4-Hydroxybenzyl...

~%

4-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

4-[(2-methyl-3,...

4-(isoquinolin-4-ylmethyl)phenol Structure

4-(isoquinolin-...

methyl iodide Structure

~%

4-[(2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)methyl]phenol Structure

4-[(2-methyl-3,...

3,4-Dihydroisoquinoline Structure

3,4-Dihydroisoq...

salicyl alcohol Structure

salicyl alcohol

~56%

2-(isoquinolin-4-ylmethyl)phenol Structure

2-(isoquinolin-...