TY - JOUR AU - Szatmári, István AU - Fülöp, Ferenc TI - Syntheses, transformations and applications of aminonaphthol derivatives prepared via modified Mannich reactions JF - TETRAHEDRON J2 - TETRAHEDRON VL - 69 PY - 2013 IS - 4 SP - 1255 EP - 1278 PG - 24 SN - 0040-4020 DO - 10.1016/j.tet.2012.11.055 UR - https://m2.mtmt.hu/api/publication/2221504 ID - 2221504 N1 - Cited By :61 Export Date: 15 October 2021 CODEN: TETRA Correspondence Address: Fülöp, F.; Institute of Pharmaceutical Chemistry, Eötvös u. 6, H-6720 Szeged, Hungary; email: fulop@pharm.u-szeged.hu Chemicals/CAS: imine, 13774-92-0 LA - English DB - MTMT ER - TY - JOUR AU - Szatmári, István AU - Fülöp, Ferenc TI - Simple access to pentacyclic oxazinoisoquinolines via an unexpected transformation of aminomethylnaphthols JF - TETRAHEDRON LETTERS J2 - TETRAHEDRON LETT VL - 52 PY - 2011 IS - 34 SP - 4440 EP - 4442 PG - 3 SN - 0040-4039 DO - 10.1016/j.tetlet.2011.06.074 UR - https://m2.mtmt.hu/api/publication/1700166 ID - 1700166 N1 - Cited By :22 Export Date: 15 October 2021 CODEN: TELEA Correspondence Address: Fülöp, F.; Institute of Pharmaceutical Chemistry, Eötvös u. 6, H-6720 Szeged, Hungary; email: fulop@pharm.u-szeged.hu Funding details: Hungarian Scientific Research Fund, K-75433, TÁMOP-4.2.1/B-09/1/KONV-2010-0005 Funding text 1: The authors thank the Hungarian Research Foundation (OTKA No. K-75433 ) and TÁMOP-4.2.1/B-09/1/KONV-2010-0005 for financial support. S.I. acknowledges the award of a Bolyai János Fellowship. AB - Unexpected reactions between 1-alpha-aminobenzyl-2-naphthol, 1-aminomethyl-2-naphthol, N-benzyl-1-alpha-aminobenzyl-2-naphthol and 6,7-dimethoxy-3,4-dihydroisoquinoline to furnish naphth[1,2-e][1,3]oxazino[2,3-a]isoquinolines are reported. The reaction conditions involved classical heating at 80 degrees C in MeCN for 22 h (57-62%), or the use of microwave conditions (100 degrees C), which allowed a reduction of the reaction time to 90 min and resulted in somewhat higher yields (73-82%). (C) 2011 Elsevier Ltd. All rights reserved. LA - English DB - MTMT ER - 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 -