TY  - JOUR
AU  - Szatmári, István
AU  - Hetényi, Anasztázia
AU  - Lázár, László
AU  - Fülöp, Ferenc
TI  - Transformation reactions of the Betti base analog aminonaphthols
JF  - JOURNAL OF HETEROCYCLIC CHEMISTRY
J2  - J HETEROCYCLIC CHEM
VL  - 41
PY  - 2004
IS  - 3
SP  - 367
EP  - 373
PG  - 7
SN  - 0022-152X
DO  - 10.1002/jhet.5570410310
UR  - https://m2.mtmt.hu/api/publication/1013250
ID  - 1013250
AB  - By means of simple or domino ring-closure reactions of 1-(alpha-aminobenzyl)-2-naphthol (Betti base: 1), 1-aminomethyl-2-naplithol (2) and 2-(alpha-aminobenzyl)-1-naphthol (reverse Berri base: 3) with phosgene, ethyl benzimidate, 2-carboxybenzaldehyde, levulinic acid, salicylaldehyde/formalin or salicylaldehyde/acetaldehyde, naphth[1,2-e][1,3]oxazine and naphth[2,1-e][1,3]oxazine derivatives were prepared. All of the nitrogen-bridged polycyclic derivatives of 1 and 3 containing a number of centers of asymmetry were formed with nearly complete diastereoselectivity. Considerable differences were observed in the ring-closing abilities of the unsubstituted and phenyl-substituted aminonaphthols 1 and 2 and of the regioisomeric compounds 1 and 3.
LA  - English
DB  - MTMT
ER  - 

TY  - JOUR
AU  - Szatmári, István
AU  - Martinek, Tamás
AU  - Lázár, László
AU  - Fülöp, Ferenc
TI  - Substituent effects in the ring-chain tautomerism of 1,3-diaryl-2,3-dihydro-1H-naphth[1,2-e] [1,3]oxazines
JF  - TETRAHEDRON
J2  - TETRAHEDRON
VL  - 59
PY  - 2003
IS  - 16
SP  - 2877
EP  - 2884
PG  - 8
SN  - 0040-4020
DO  - 10.1016/S0040-4020(03)00331-4
UR  - https://m2.mtmt.hu/api/publication/1013529
ID  - 1013529
AB  - Condensation of Betti base analogue amino naphthols with substituted benzaldehydes led to 1,3-diaryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines (3-9) which proved to be three-component (r(1)-o-r(2)) tautomeric mixtures in CDCl3 at 300 K. The electronic effects of the 3-aryl groups on the ratios of the ring-chain tautomeric forms at equilibrium could be described by the equation log K-X=rhosigma(+)+log K-X=H. The value of the intercept was found to be strongly influenced by the steric arrangement of the 1,3-diaryl substituents. (C) 2003 Elsevier Science Ltd. All rights reserved.
LA  - English
DB  - MTMT
ER  -