CHEMOSELECTIVE AMINOMETHYLATION OF HARMOL

Authors

  • Светлана Петровна Бондаренко National University of Food Technologies
  • Вера Николаевна Ищенко National University of Food Technologies
  • Михаил Сергеевич Фрасинюк V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine

DOI:

https://doi.org/10.1007/4793

Keywords:

β-carboline, harmol, Mannich bases, 1H-pyrido[4', 3', 4, 5]pyrrolo[3, 2, 1-ij]quinazoline, aminomethylation

Abstract

Aminomethylation of harmol (7-hydroxy-1-methyl-β-carboline) was investigated. It was shown that the reaction proceeds chemoselectively to form 8-aminomethyl derivatives by the action of aminals or a mixture of a secondary amine with paraform. When primary amines and an excess of paraform were used in the Mannich reaction, 2,3-dihydro-1H-pyrido[4',3':4,5]pyrrolo[3,2,1-ij]quinazolin-4-ol and 1,2,3,11-tetrahydro[1,3]oxazino[6,5-g]pyrido[3,4-b]indole derivatives are formed.

Authors: Svitlana P. Bondarenko, Vera N. Ishchenko, Mykhaylo S. Frasinyuk

 

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Published

2018-12-12

Issue

Vol. 54 No. 11 (2018)

Section

Original Papers