Eintrag weiter verarbeiten
| author_facet |
Belasri, Khadija Fülöp, Ferenc Szatmári, István Belasri, Khadija Fülöp, Ferenc Szatmári, István |
|---|---|
| author |
Belasri, Khadija Fülöp, Ferenc Szatmári, István |
| spellingShingle |
Belasri, Khadija Fülöp, Ferenc Szatmári, István Molecules Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines Chemistry (miscellaneous) Analytical Chemistry Organic Chemistry Physical and Theoretical Chemistry Molecular Medicine Drug Discovery Pharmaceutical Science |
| author_sort |
belasri, khadija |
| spelling |
Belasri, Khadija Fülöp, Ferenc Szatmári, István 1420-3049 MDPI AG Chemistry (miscellaneous) Analytical Chemistry Organic Chemistry Physical and Theoretical Chemistry Molecular Medicine Drug Discovery Pharmaceutical Science http://dx.doi.org/10.3390/molecules24193578 <jats:p>By direct coupling 7-azaindole and cyclic imines, such as 3,4-dihydroisoquinoline, 6,7-dihydrothieno[3,2-c]pyridine, 3,4-dihydro-β-carboline, and 4,5-dihydro-3H-benz[c]azepine, new 3-substituted 7-azaindole derivatives have been synthesized. The reaction was extended to 4-azaindoles and 6-azaindoles, as electron-rich aromatic compounds. The lowest reactivity was observed in the case of C-3 substitution of 5-azaindole. In this case, the aza-Friedel-Crafts reaction took place by using 10 mol % of p-toluenesulfonic acid (p-TSA) as the catalyst. The role of the acid catalyst can be explained by the different pKa values of the azaindoles. All reactions were performed in solvent-free conditions by using both classical heating and microwave irradiation. In all cases, microwave heating proved to be more convenient to synthesize new C-3-substituted azaindole derivatives.</jats:p> Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines Molecules |
| doi_str_mv |
10.3390/molecules24193578 |
| facet_avail |
Online Free |
| finc_class_facet |
Physik Medizin Chemie und Pharmazie Technik |
| format |
ElectronicArticle |
| fullrecord |
blob:ai-49-aHR0cDovL2R4LmRvaS5vcmcvMTAuMzM5MC9tb2xlY3VsZXMyNDE5MzU3OA |
| id |
ai-49-aHR0cDovL2R4LmRvaS5vcmcvMTAuMzM5MC9tb2xlY3VsZXMyNDE5MzU3OA |
| institution |
DE-D275 DE-Bn3 DE-Brt1 DE-Zwi2 DE-D161 DE-Gla1 DE-Zi4 DE-15 DE-Pl11 DE-Rs1 DE-105 DE-14 DE-Ch1 DE-L229 |
| imprint |
MDPI AG, 2019 |
| imprint_str_mv |
MDPI AG, 2019 |
| issn |
1420-3049 |
| issn_str_mv |
1420-3049 |
| language |
English |
| mega_collection |
MDPI AG (CrossRef) |
| match_str |
belasri2019solventfreec3couplingofazaindoleswithcyclicimines |
| publishDateSort |
2019 |
| publisher |
MDPI AG |
| recordtype |
ai |
| record_format |
ai |
| series |
Molecules |
| source_id |
49 |
| title |
Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_unstemmed |
Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_full |
Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_fullStr |
Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_full_unstemmed |
Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_short |
Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_sort |
solvent-free c-3 coupling of azaindoles with cyclic imines |
| topic |
Chemistry (miscellaneous) Analytical Chemistry Organic Chemistry Physical and Theoretical Chemistry Molecular Medicine Drug Discovery Pharmaceutical Science |
| url |
http://dx.doi.org/10.3390/molecules24193578 |
| publishDate |
2019 |
| physical |
3578 |
| description |
<jats:p>By direct coupling 7-azaindole and cyclic imines, such as 3,4-dihydroisoquinoline, 6,7-dihydrothieno[3,2-c]pyridine, 3,4-dihydro-β-carboline, and 4,5-dihydro-3H-benz[c]azepine, new 3-substituted 7-azaindole derivatives have been synthesized. The reaction was extended to 4-azaindoles and 6-azaindoles, as electron-rich aromatic compounds. The lowest reactivity was observed in the case of C-3 substitution of 5-azaindole. In this case, the aza-Friedel-Crafts reaction took place by using 10 mol % of p-toluenesulfonic acid (p-TSA) as the catalyst. The role of the acid catalyst can be explained by the different pKa values of the azaindoles. All reactions were performed in solvent-free conditions by using both classical heating and microwave irradiation. In all cases, microwave heating proved to be more convenient to synthesize new C-3-substituted azaindole derivatives.</jats:p> |
| container_issue |
19 |
| container_start_page |
0 |
| container_title |
Molecules |
| container_volume |
24 |
| format_de105 |
Article, E-Article |
| format_de14 |
Article, E-Article |
| format_de15 |
Article, E-Article |
| format_de520 |
Article, E-Article |
| format_de540 |
Article, E-Article |
| format_dech1 |
Article, E-Article |
| format_ded117 |
Article, E-Article |
| format_degla1 |
E-Article |
| format_del152 |
Buch |
| format_del189 |
Article, E-Article |
| format_dezi4 |
Article |
| format_dezwi2 |
Article, E-Article |
| format_finc |
Article, E-Article |
| format_nrw |
Article, E-Article |
| _version_ |
1792346317506215944 |
| geogr_code |
not assigned |
| last_indexed |
2024-03-01T17:37:14.232Z |
| geogr_code_person |
not assigned |
| openURL |
url_ver=Z39.88-2004&ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fvufind.svn.sourceforge.net%3Agenerator&rft.title=Solvent-Free+C-3+Coupling+of+Azaindoles+with+Cyclic+Imines&rft.date=2019-10-04&genre=article&issn=1420-3049&volume=24&issue=19&pages=3578&jtitle=Molecules&atitle=Solvent-Free+C-3+Coupling+of+Azaindoles+with+Cyclic+Imines&aulast=Szatm%C3%A1ri&aufirst=Istv%C3%A1n&rft_id=info%3Adoi%2F10.3390%2Fmolecules24193578&rft.language%5B0%5D=eng |
| SOLR | |
| _version_ | 1792346317506215944 |
| author | Belasri, Khadija, Fülöp, Ferenc, Szatmári, István |
| author_facet | Belasri, Khadija, Fülöp, Ferenc, Szatmári, István, Belasri, Khadija, Fülöp, Ferenc, Szatmári, István |
| author_sort | belasri, khadija |
| container_issue | 19 |
| container_start_page | 0 |
| container_title | Molecules |
| container_volume | 24 |
| description | <jats:p>By direct coupling 7-azaindole and cyclic imines, such as 3,4-dihydroisoquinoline, 6,7-dihydrothieno[3,2-c]pyridine, 3,4-dihydro-β-carboline, and 4,5-dihydro-3H-benz[c]azepine, new 3-substituted 7-azaindole derivatives have been synthesized. The reaction was extended to 4-azaindoles and 6-azaindoles, as electron-rich aromatic compounds. The lowest reactivity was observed in the case of C-3 substitution of 5-azaindole. In this case, the aza-Friedel-Crafts reaction took place by using 10 mol % of p-toluenesulfonic acid (p-TSA) as the catalyst. The role of the acid catalyst can be explained by the different pKa values of the azaindoles. All reactions were performed in solvent-free conditions by using both classical heating and microwave irradiation. In all cases, microwave heating proved to be more convenient to synthesize new C-3-substituted azaindole derivatives.</jats:p> |
| doi_str_mv | 10.3390/molecules24193578 |
| facet_avail | Online, Free |
| finc_class_facet | Physik, Medizin, Chemie und Pharmazie, Technik |
| format | ElectronicArticle |
| format_de105 | Article, E-Article |
| format_de14 | Article, E-Article |
| format_de15 | Article, E-Article |
| format_de520 | Article, E-Article |
| format_de540 | Article, E-Article |
| format_dech1 | Article, E-Article |
| format_ded117 | Article, E-Article |
| format_degla1 | E-Article |
| format_del152 | Buch |
| format_del189 | Article, E-Article |
| format_dezi4 | Article |
| format_dezwi2 | Article, E-Article |
| format_finc | Article, E-Article |
| format_nrw | Article, E-Article |
| geogr_code | not assigned |
| geogr_code_person | not assigned |
| id | ai-49-aHR0cDovL2R4LmRvaS5vcmcvMTAuMzM5MC9tb2xlY3VsZXMyNDE5MzU3OA |
| imprint | MDPI AG, 2019 |
| imprint_str_mv | MDPI AG, 2019 |
| institution | DE-D275, DE-Bn3, DE-Brt1, DE-Zwi2, DE-D161, DE-Gla1, DE-Zi4, DE-15, DE-Pl11, DE-Rs1, DE-105, DE-14, DE-Ch1, DE-L229 |
| issn | 1420-3049 |
| issn_str_mv | 1420-3049 |
| language | English |
| last_indexed | 2024-03-01T17:37:14.232Z |
| match_str | belasri2019solventfreec3couplingofazaindoleswithcyclicimines |
| mega_collection | MDPI AG (CrossRef) |
| physical | 3578 |
| publishDate | 2019 |
| publishDateSort | 2019 |
| publisher | MDPI AG |
| record_format | ai |
| recordtype | ai |
| series | Molecules |
| source_id | 49 |
| spelling | Belasri, Khadija Fülöp, Ferenc Szatmári, István 1420-3049 MDPI AG Chemistry (miscellaneous) Analytical Chemistry Organic Chemistry Physical and Theoretical Chemistry Molecular Medicine Drug Discovery Pharmaceutical Science http://dx.doi.org/10.3390/molecules24193578 <jats:p>By direct coupling 7-azaindole and cyclic imines, such as 3,4-dihydroisoquinoline, 6,7-dihydrothieno[3,2-c]pyridine, 3,4-dihydro-β-carboline, and 4,5-dihydro-3H-benz[c]azepine, new 3-substituted 7-azaindole derivatives have been synthesized. The reaction was extended to 4-azaindoles and 6-azaindoles, as electron-rich aromatic compounds. The lowest reactivity was observed in the case of C-3 substitution of 5-azaindole. In this case, the aza-Friedel-Crafts reaction took place by using 10 mol % of p-toluenesulfonic acid (p-TSA) as the catalyst. The role of the acid catalyst can be explained by the different pKa values of the azaindoles. All reactions were performed in solvent-free conditions by using both classical heating and microwave irradiation. In all cases, microwave heating proved to be more convenient to synthesize new C-3-substituted azaindole derivatives.</jats:p> Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines Molecules |
| spellingShingle | Belasri, Khadija, Fülöp, Ferenc, Szatmári, István, Molecules, Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines, Chemistry (miscellaneous), Analytical Chemistry, Organic Chemistry, Physical and Theoretical Chemistry, Molecular Medicine, Drug Discovery, Pharmaceutical Science |
| title | Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_full | Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_fullStr | Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_full_unstemmed | Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_short | Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| title_sort | solvent-free c-3 coupling of azaindoles with cyclic imines |
| title_unstemmed | Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines |
| topic | Chemistry (miscellaneous), Analytical Chemistry, Organic Chemistry, Physical and Theoretical Chemistry, Molecular Medicine, Drug Discovery, Pharmaceutical Science |
| url | http://dx.doi.org/10.3390/molecules24193578 |