STRUCTURE AND SPECTRAL PROPERTIES OF BETA-CARBOLINES .7. THE PICTET-SPENGLER REACTION OF TRYPTAMINES WITH N-BENZYL-4-PIPERIDONE

Authors
MOKROSZ MJ KOWALSKI P BOJARSKI AJ MOKROSZ JL
Citation
Mj. Mokrosz et al., STRUCTURE AND SPECTRAL PROPERTIES OF BETA-CARBOLINES .7. THE PICTET-SPENGLER REACTION OF TRYPTAMINES WITH N-BENZYL-4-PIPERIDONE, Heterocycles, 37(1), 1994, pp. 265-274
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
37
Issue
1
Year of publication
1994
Pages
265 - 274
Database
ISI
SICI code
0385-5414(1994)37:1<265:SASPOB>2.0.ZU;2-V
Abstract
The Pictet-Spengler reaction of substituted tryptamines (1b-1g) with N -benzyl-4-piperidone afforded spiro derivatives (3b-3g) with a yield o f 11-76%. A charge sensitivity analysis (CSA) of the protonated form o f Schiff bases (8) indicated that the intramolecular electrophilic att ack at position 3 is favorable in relation to that at position 2.