129818-76-4Relevant articles and documents
REACTION OF 3,4-DIHYDROISOQUINOLINES WITH 3-ACYLOXY-2-CYCLOALKEN-1-ONES: SYNTHESIS AND STRUCTURE OF 2-(2-ACYL-1-TETRAHYDROISOQUINOLYL)CYCLOALKANE-1,3-DIONES
Akhrem, A. A.,Borisov, E. V.,Chernov, Yu. G.
, p. 960 - 969 (2007/10/02)
2-(2-Acyl-1-tetrahydroisoquinolyl)cycloalkane-1,3-diones were obtained by the reaction of 3,4-dihydroisoquinolines with 3-acyloxy-2-cycloalken-1-ones.It was established by spectroscopy that the synthesized compounds are fully enolized both in solution and in the crystalline state.The data from the 13C and 1H NMR spectra indicate that in solution in deuterochloroform the synthesized compounds exist in a single conformational form, stabilized by an intramolecular hydrogen bond between the enolic hydroxy group and the amide carbonyl.It was established by a series of experiments on the nuclear Overhauser effect in the 13C and 1H NMR spectra that the acyl residue in these compounds is pseudoequatorial, while the cyclohydroxyene fragment is in the pseudoaxial position in relation to ring B of the tetrahydroisoquinoline fragment.
