Synthesis of 1-aryl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles (1,2,3,4-tetrahydro-beta-carbolines) under high pressures

Citation
Ne. Agafonov et al., Synthesis of 1-aryl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles (1,2,3,4-tetrahydro-beta-carbolines) under high pressures, RUSS CHEM B, 50(3), 2001, pp. 560-562
Citations number
4
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
50
Issue
3
Year of publication
2001
Pages
560 - 562
Database
ISI
SICI code
1066-5285(200103)50:3<560:SO1(>2.0.ZU;2-Q
Abstract
The reactions of aromatic aldehydes with tryptamine (1) in solvents of diff erent polarity were studied. The yields of carbolines in the chosen media d ecrease with ail increase in the donating properties of the aryl substituen t, but they markedly increase at a high pressure (5 kbar), especially for c ompounds with electron-donating aryl groups. The phase transition of dioxan e at 5 kbar also sharply increases the yields of the target products.