Indoloquinolines, indolobenzoxazines and quinazolophthalazines prepared from norbornane/eneamino acids and hydrazides

Géza Stájer, Angela E. Szabó, György Túrós, Pál Sohár, Reijo Sillanpää

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The reactions of di-endo- and di-exo-aminonorbornane/enecarboxylic acids 1-4 with ethyl 2-(2-oxocyclohexyl)acetate afforded methanoindoloquinolines 5, 6, 8, and 9, the oxo ester participating as a two-membered sp2 building block. In the cases of di-exo- and di-endo-aminonorbornenecarboxylic acids 2 and 4, methanoindolobenzoxazinediones 7 and 10 were also formed; compound 7 was also isolated from the mother liquor of 10. The reactions of ethyl 2-(2-oxocyclohexyl)acetate with aminonorbornane/enecarbohydrazides 11-14 result in the methanoquinazolophthalazines 15-18. The structures of the compounds were elucidated by NMR spectroscopy, and for 6, 7, 8, and 10 also by X-ray crystallography.

Original languageEnglish
Pages (from-to)4154-4161
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number19
DOIs
Publication statusPublished - Sep 26 2005

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Norbornanes
Acetates
Acids
X ray crystallography
X Ray Crystallography
Nuclear magnetic resonance spectroscopy
Esters
Magnetic Resonance Spectroscopy

Keywords

  • DIFFNOE
  • Indolobenzoxazines
  • Indoloquinolines
  • NMR spectroscopy
  • Quinazolophthalazines
  • X-ray diffraction

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Indoloquinolines, indolobenzoxazines and quinazolophthalazines prepared from norbornane/eneamino acids and hydrazides. / Stájer, Géza; Szabó, Angela E.; Túrós, György; Sohár, Pál; Sillanpää, Reijo.

In: European Journal of Organic Chemistry, No. 19, 26.09.2005, p. 4154-4161.

Research output: Contribution to journalArticle

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