SYNTHESIS OF 1- AND 2-CARBAMOYLALKYL-2,3-DIHYDRO-1H-INDOLE AND 9-CARBAMOYLALKYL-2,3,4,4a,9,9a-HEXAHYDRO-1H-CARBAZOLE DERIVATIVES

Authors

  • V. Amankavičienė Department of Organic Chemistry, Kaunas University of Technology, LT-3028 Kaunas
  • S. Krikštolaitytė Department of Organic Chemistry, Kaunas University of Technology, LT-3028 Kaunas
  • A. Šačkus Department of Organic Chemistry, Kaunas University of Technology, LT-3028 Kaunas

Keywords:

1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-ones, 1,2,3,4,10,10a-hexahydropyrimido[1,2-a]indol-2-ones, 1-carbamoylalkyl-2,3-dihydroindoles, ring opening

Abstract

Treatment of 1,2,3,9a-tetrahydro-9H-imidazo- and 1,2,3,4,10,10a-hexahydro-pyrimido[1,2-a]indol-2-one derivatives with formic acid gave 1-carbamoylalkyl-2,3,3-trimethyl-2,3-dihydro-1H-indoles. 9-Carbamoylmethyl- and 9-(2-carbamoyl-ethyl)-4a-methyl-2,3,4,4a,9,9a-hexahydro-1H-carbazoles were prepared from 5,6,7,7a-tetrahydro-1H,4H-imidazo- and 1,2,6,7,8,8a-hexahydro-5H-pyrimido-[2,1-k]carbazolones in a similar manner. Synthesis of 2-(2-carbamoylpropyl)-2,3,3-trimethyl-2,3-dihydro-1H-indole was carried out by reduction of 1,3-dihyd-rospiro[2H-indolo-2,2′-piperidine] derivative with Zn in acetic acid solution.

How to Cite
Amankaviciene, V.; Krikstolaityte, S.; Sackus, A. Chem. Heterocycl. Compd. 2002, 38, 686. [Khim. Geterotsikl. Soedin. 2002, 780.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1019965202484

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Published

2002-06-25

Issue

No. 6 (2002)

Section

Original Papers