SYNTHESIS OF PENTASUBSTITUTED PYRIDINES .2. NMR-STUDY OF THE ADDITION-PRODUCTS OF 1-(N,N-DIETHYLAMINE)PROP-1-YNE TO METHYL 2-ISOTHIOCYANATO-3-PHENYLPROPENOATE
E. Pelaezarango et al., SYNTHESIS OF PENTASUBSTITUTED PYRIDINES .2. NMR-STUDY OF THE ADDITION-PRODUCTS OF 1-(N,N-DIETHYLAMINE)PROP-1-YNE TO METHYL 2-ISOTHIOCYANATO-3-PHENYLPROPENOATE, Magnetic resonance in chemistry, 32(11), 1994, pp. 646-651
The structure of the pentasubstituted pyridines obtained in the reacti
on of methyl 2-isothiocyanato-3-phenylpropenoate with 1-(N,N-diethylam
ine)prop-1-yne were assigned based on 2D heteronuclear correlation exp
eriments and NOE measurements. At 0 degrees C a 2-azabicyclo[2.2.2] oc
ta-2,7-diene intermediate was isolated and spectroscopically character
ized.