Diastereodirected Synthesis of 1‐Aryl‐4‐phenyl‐β‐carbolines

Abstract

Fused pyridine derivatives R 0450 Diastereodirected Synthesis of 1-Aryl-4-phenyl-β-carbolines -[via Pictet-Spengler reaction]. -(SEMENOV, B. B.; NOVIKOV, K. A.; SMUSHKEVICH, Y. I.; AZEV, V. N.; KACHALA, V. V.; Chem. Heterocycl. Compd. (N. Y.) 41 (2005) 10, 1273-1279; Mendeleev Russ. Univ. Chem. Technol., Moscow 125190, Russia; Eng.) -R. Langenstrassen 24-150

Synthesis of 4-phenyl-1-(2-thienyl)-2,3,4,9-tetrahydro-1H-β-carboline

“…We demonstrated that the Pictet-Spengler reaction can be made diastereospecific by using β-phenyltryptamine (1) and various carbonyl compounds as starting materials [7][8][9][10][11]. Herein the possibility of forming and preparing a diastereomeric excess of (1R * ,4R * )-4-phenyl-1-(2-thienyl)-2,3,4,9-tetrahydro-1H-β-carboline using the Pictet-Spengler reaction and β-phenyltryptamine (1) and 2-thiophenecarbaldehyde (2) as starting materials was studied [12].…”