ANNELATION OF LACTAM RINGS TO 2,3,4,4а-TETRAНYDRO-1Н-CARВAZOLE DERIVATIVES

Authors

  • А. Šačkus Department of Organic Chemistry, Kaunas University of Technology
  • S. Krikštolaitytė Department of Organic Chemistry, Kaunas University of Technology
  • V. Martynaitis Department of Organic Chemistry, Kaunas University of Technology

DOI:

https://doi.org/10.1007/611

Abstract

In the reaction of 4а-methyl-2,3,4,4а-tеtrahydro-1H-сarbazоle and its 6-methyl- and 6-brоmоsubstitutеd derivatives with 2-сhloroасetamidе respective 9-carbamoylmethyl-4a-methyl-2,3,4,4а-tеtrahydro-1H-carbazolium chlorides are formed, which can be cyclized into 5,6,7,7а-tеtrаhуdrо-1Н,4Н-imidаzо[2,1-k]саrbаzоl-2(3H)-one derivatives. Reaction of 4a-methyl-2,3,4,4 а-tеtrahydro-1H-carbazole hydrochloride with acrylamide gives 8a-methyl-1,2,6,7,8,8a-hехаhydro-5H-pyrimido[2,1-k]carbazol-3(4H)-оnе. 7а,12-Dimethyl-3,4,4а,5,6,7,7а,12-oсtаhуdrоруridо[3,2-j]carbazol-2(1H)-оnе was synthesized by the reaction of 4а,9-dimethyl-2,3,4,4а-tеtrahydro-9Н-carbazole with acrylamide.

Also published in Chemistry of Heterocyclic Compounds, 1999, 35 (5), pp 575-579

http://link.springer.com/article/10.1007/BF02324641

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Published

2013-05-14

Issue

No. 5 (1999)

Section

Original Papers