Diastereocontrolled Synthesis of 6-Hydroxy-1, 3-dimethyl-5-(R, R-4-phenyl-1, 2, 3, 4-tetrahydro-1H-β-carbolin-1-yl)-1H-pyrimidine-2, 4-dione

BB Semenov, KA Novikov, KA Krasnov…

Index: Semenov; Novikov; Krasnov; Kachala Chemistry of Heterocyclic Compounds, 2005 , vol. 41, # 5 p. 686 - 688

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Abstract

While continuing work on synthesis and study of novel β-carboline systems [1, 2], we obtained 4-phenyl-3, 4-dihydro-β-carboline (2)(a representative of the previously undescribed group of 4-aryl-substituted 3, 4-dihydro-β-carbolines) by formylation of β- phenyltryptamine (1) followed by cyclization under Bischler–Napieralski reaction conditions. In contrast to known derivatives of this series, which are readily formed when the ...