TY - THES AU - Angyal, Anikó TI - 2H-Azirinek új típusú reakciói [New reactions of 2H-azirines] PB - Szegedi Tudományegyetem (SZTE) PY - 2021 SP - 133 DO - 10.14232/phd.10754 UR - https://m2.mtmt.hu/api/publication/32477567 ID - 32477567 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Angyal, Anikó AU - Demjen, Andras AU - Wölfling, János AU - Puskas, Laszlo G. AU - Kanizsai, Iván TI - Acid-Catalyzed 1,3-Dipolar Cycloaddition of 2H-Azirines with Nitrones: An Unexpected Access to 1,2,4,5-Tetrasubstituted Imidazoles JF - JOURNAL OF ORGANIC CHEMISTRY J2 - J ORG CHEM VL - 85 PY - 2020 IS - 5 SP - 3587 EP - 3595 PG - 9 SN - 0022-3263 DO - 10.1021/acs.joc.9b03288 UR - https://m2.mtmt.hu/api/publication/31499509 ID - 31499509 AB - The first 1,3-dipolar cycloaddition of 2H-azirines with nitrones, a straightforward approach toward the regioselective synthesis of 1,2,4,5-tetrasubstituted imidazoles, is reported. This trifluoroacetic acid-catalyzed protocol tolerates a broad range of aliphatic and aromatic substrates, offering an efficient access to highly diverse, multisubstituted imidazoles in isolated yields up to 83% under mild conditions. LA - English DB - MTMT ER - TY - JOUR AU - Angyal, Anikó AU - András, Demjén AU - Harmat, Veronika AU - Wölfling, János AU - László, G. Puskás AU - Kanizsai, Iván TI - 1,3-Dipolar Cycloaddition of Isatin-Derived Azomethine Ylides with 2H-Azirines: Stereoselective Synthesis of 1,3-Diazaspiro[bicyclo[3.1.0]hexane]oxindoles JF - JOURNAL OF ORGANIC CHEMISTRY J2 - J ORG CHEM VL - 84 PY - 2019 IS - 7 SP - 4273 EP - 4281 PG - 9 SN - 0022-3263 DO - 10.1021/acs.joc.9b00242 UR - https://m2.mtmt.hu/api/publication/30641393 ID - 30641393 N1 - AVIDIN Ltd., Alsó kiköto sor 11/D, Szeged, H-6726, Hungary Department of Organic Chemistry, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary Laboratory of Structural Chemistry and Biology, MTA-ELTE Protein Modeling Research Group, Institute of Chemistry, Eötvös Loránd University, Pázmány P. sétány 1/A, Budapest, H-1117, Hungary Cited By :16 Export Date: 27 January 2022 CODEN: JOCEA Correspondence Address: Kanizsai, I.; AVIDIN Ltd., Alsó kiköto sor 11/D, Hungary; email: i.kanizsai@avidinbiotech.com LA - English DB - MTMT ER - TY - JOUR AU - Angyal, Anikó AU - Demjén, András AU - Wölfling, János AU - Puskás, László AU - Kanizsai, Iván TI - A green, isocyanide-based three-component reaction approach for the synthesis of multisubstituted ureas and thioureas JF - TETRAHEDRON LETTERS J2 - TETRAHEDRON LETT VL - 59 PY - 2018 IS - 1 SP - 54 EP - 57 PG - 4 SN - 0040-4039 DO - 10.1016/j.tetlet.2017.11.053 UR - https://m2.mtmt.hu/api/publication/3339611 ID - 3339611 AB - A one-pot, isocyanide based multicomponent protocol was presented starting from secondary amines towards (thio)urea derivatives and utilized for the construction of a diverse 27-membered chemical library. Following a green compatible microwave assisted condition, the formed N,N′-multisubstituted (thio)ureas were obtained in up to 85% yield. © 2017 Elsevier Ltd LA - English DB - MTMT ER - TY - JOUR AU - Angyal, Anikó AU - Demjén, András AU - Wéber, Edit AU - Kovács, Anita Kármen AU - Wölfling, János AU - Puskás, László AU - Kanizsai, Iván TI - Lewis Acid-Catalyzed Diastereoselective Synthesis of Multisubstituted N-Acylaziridine-2-carboxamides from 2H-Azirines via Joullie-Ugi Three-Component Reaction JF - JOURNAL OF ORGANIC CHEMISTRY J2 - J ORG CHEM VL - 83 PY - 2018 IS - 7 SP - 3570 EP - 3581 PG - 12 SN - 0022-3263 DO - 10.1021/acs.joc.7b03189 UR - https://m2.mtmt.hu/api/publication/3389411 ID - 3389411 AB - A ZnCl2-catalyzed diastereoselective Joullie Ugi three-component reaction from 2H-azirines, isocyanides, and carboxylic acids was established. The protocol allows the preparation of highly and diversely functionalized N-acylaziridine-2-carboxamide derivatives in up to 82% isolated yields. Moreover, the applicability of N-acylaziridines is demonstrated through a variety of transformations. LA - English DB - MTMT ER - TY - JOUR AU - Demjén, András AU - Angyal, Anikó AU - Wölfling, János AU - Puskás, László AU - Kanizsai, Iván TI - One-pot synthesis of diverse N,N '-disubstituted guanidines from N-chlorophthalimide, isocyanides and amines via N-phthaloyl-guanidines JF - ORGANIC & BIOMOLECULAR CHEMISTRY J2 - ORG BIOMOL CHEM VL - 16 PY - 2018 IS - 12 SP - 2143 EP - 2149 PG - 7 SN - 1477-0520 DO - 10.1039/c7ob03109b UR - https://m2.mtmt.hu/api/publication/3389413 ID - 3389413 N1 - : ENGLAND AB - A sequential one-pot approach towards N,N-disubstituted guanidines from N-chlorophthalimide, isocyanides and amines is reported. This strategy provides straightforward and efficient access to diverse guanidines in yields up to 81% through previously unprecedented N-phthaloylguanidines. This protocol also features wide substrate scope and mild conditions. LA - English DB - MTMT ER - TY - JOUR AU - Demjen, A AU - Alföldi, Róbert AU - Angyal, Anikó AU - Gyuris, M AU - Hackler, L AU - Szebeni, Gábor AU - Wölfling, János AU - Puskás, László AU - Kanizsai, Iván TI - Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2-b]pyrazole-7-carboxamides JF - ARCHIV DER PHARMAZIE J2 - ARCH PHARM VL - 351 PY - 2018 IS - 7 PG - 21 SN - 0365-6233 DO - 10.1002/ardp.201800062 UR - https://m2.mtmt.hu/api/publication/3399467 ID - 3399467 N1 - Cited By :11 Export Date: 16 June 2022 CODEN: ARPMA AB - The synthesis and in vitro cytotoxic characteristics of new imidazo[1,2-b]pyrazole-7-carboxamides were investigated. Following a hit-to-lead optimization exploiting 2D and 3D cultures of MCF-7 human breast, 4T1 mammary gland, and HL-60 human promyelocytic leukemia cancer cell lines, a 67-membered library was constructed and the structure-activity relationship (SAR) was determined. Seven synthesized analogues exhibited sub-micromolar activities, from which compound 63 exerted the most significant potency with a remarkable HL-60 sensitivity (IC50=0.183M). LA - English DB - MTMT ER -