期刊
TETRAHEDRON
卷 70, 期 35, 页码 5711-5719出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.06.073
关键词
Nitrogen heterocycles; beta-Carbolines; Dihydropyrimidines; Biginelli reaction
In the present work, a practical synthesis of 1-aryl-beta-carboline-3-carbaldehydes as versatile building blocks and their application in Biginelli reaction is reported. The starting material of the four-step synthesis is racemic tryptophan methyl ester. The procedure involves a Pictet-Spengler cyclization, a dehydrogenation, an ester reduction, and an alcohol oxidation step. The beta-carboline-3-carbaldehydes were further transformed using a Biginelli reaction into derivatives containing a pharmacologically significant dihydropyrimidine ring at position-3. (C) 2014 Elsevier Ltd. All rights reserved.
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