Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction
We present a novel green synthetic protocol for the construction of a broad range of substituted fused azabicyclo[3.3.1]nonadiquinoline scaffolds through a formic acid catalyzed formal [4 + 2] annulation/Mannich/dearomatization domino reaction. This unified strategy shows a broad substrate scope wit...
Gespeichert in:
| Hauptverfasser: | , , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
29 Sep 2023
|
| In: |
Green chemistry
Year: 2023, Jahrgang: 25, Heft: 22, Pages: 9203-9208 |
| ISSN: | 1463-9270 |
| DOI: | 10.1039/D3GC03026A |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/D3GC03026A Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2023/gc/d3gc03026a 
|
| Verfasserangaben: | Kamran Amiri, Behrouz Nayebzadeh, Mohammad Kamangar, Mohammad Babazadeh, Alireza Ariafard, Farshad Shiri, Frank Rominger and Saeed Balalaie |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1877254673 | ||
| 003 | DE-627 | ||
| 005 | 20240307031756.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 240104s2023 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1039/D3GC03026A |2 doi | |
| 035 | |a (DE-627)1877254673 | ||
| 035 | |a (DE-599)KXP1877254673 | ||
| 035 | |a (OCoLC)1425207996 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Amiri, Kamran |e VerfasserIn |0 (DE-588)1315028921 |0 (DE-627)1877254886 |4 aut | |
| 245 | 1 | 0 | |a Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction |c Kamran Amiri, Behrouz Nayebzadeh, Mohammad Kamangar, Mohammad Babazadeh, Alireza Ariafard, Farshad Shiri, Frank Rominger and Saeed Balalaie |
| 264 | 1 | |c 29 Sep 2023 | |
| 300 | |b Illustrationen | ||
| 300 | |a 6 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Online veröffentlicht: 29. September 2023 | ||
| 500 | |a Gesehen am 04.01.2024 | ||
| 500 | |a Der Ausdruck "3.3.1" sowie der Ausdruck "4 + 2" sind im Titel eckig geklammert | ||
| 520 | |a We present a novel green synthetic protocol for the construction of a broad range of substituted fused azabicyclo[3.3.1]nonadiquinoline scaffolds through a formic acid catalyzed formal [4 + 2] annulation/Mannich/dearomatization domino reaction. This unified strategy shows a broad substrate scope with high functional group tolerance, resulting in good to high yields under environmentally benign, transition-metal-free, low-cost, and operationally simple conditions. The current method outperforms existing methods in terms of green and sustainable conditions. The reaction mechanism was confirmed based on DFT calculations. | ||
| 700 | 1 | |a Nayebzadeh, Behrouz |e VerfasserIn |4 aut | |
| 700 | 1 | |a Kamangar, Mohammad |e VerfasserIn |4 aut | |
| 700 | 1 | |a Babazadeh, Mohammad |e VerfasserIn |4 aut | |
| 700 | 1 | |a Ariafard, Alireza |e VerfasserIn |4 aut | |
| 700 | 1 | |a Shiri, Farshad |e VerfasserIn |4 aut | |
| 700 | 1 | |a Rominger, Frank |d 1964- |e VerfasserIn |0 (DE-588)1019978228 |0 (DE-627)691067821 |0 (DE-576)359202756 |4 aut | |
| 700 | 1 | |a Balalaie, Saeed |e VerfasserIn |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Green chemistry |d Cambridge : RSC, 1999 |g 25(2023), 22, Seite 9203-9208 |h Online-Ressource |w (DE-627)310772265 |w (DE-600)2006274-6 |w (DE-576)094080526 |x 1463-9270 |7 nnas |a Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction |
| 773 | 1 | 8 | |g volume:25 |g year:2023 |g number:22 |g pages:9203-9208 |g extent:6 |a Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction |
| 856 | 4 | 0 | |u https://doi.org/10.1039/D3GC03026A |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 856 | 4 | 0 | |u https://pubs.rsc.org/en/content/articlelanding/2023/gc/d3gc03026a |x Verlag |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20240104 | ||
| 993 | |a Article | ||
| 994 | |a 2023 | ||
| 998 | |g 1019978228 |a Rominger, Frank |m 1019978228:Rominger, Frank |d 120000 |d 120100 |e 120000PR1019978228 |e 120100PR1019978228 |k 0/120000/ |k 1/120000/120100/ |p 7 | ||
| 999 | |a KXP-PPN1877254673 |e 4447292742 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"id":{"doi":["10.1039/D3GC03026A"],"eki":["1877254673"]},"relHost":[{"disp":"Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reactionGreen chemistry","language":["eng"],"part":{"year":"2023","text":"25(2023), 22, Seite 9203-9208","pages":"9203-9208","extent":"6","volume":"25","issue":"22"},"note":["Gesehen am 04.03.2024"],"type":{"bibl":"periodical","media":"Online-Ressource"},"origin":[{"dateIssuedKey":"1999","publisher":"RSC","dateIssuedDisp":"1999-","publisherPlace":"Cambridge"}],"title":[{"subtitle":"GC ; an international journal and green chemistry resource","title_sort":"Green chemistry","title":"Green chemistry"}],"recId":"310772265","pubHistory":["1.1999 -"],"physDesc":[{"extent":"Online-Ressource"}],"name":{"displayForm":["Royal Society of Chemistry"]},"id":{"issn":["1463-9270"],"eki":["310772265"],"zdb":["2006274-6"]}}],"physDesc":[{"extent":"6 S.","noteIll":"Illustrationen"}],"name":{"displayForm":["Kamran Amiri, Behrouz Nayebzadeh, Mohammad Kamangar, Mohammad Babazadeh, Alireza Ariafard, Farshad Shiri, Frank Rominger and Saeed Balalaie"]},"recId":"1877254673","origin":[{"dateIssuedDisp":"29 Sep 2023","dateIssuedKey":"2023"}],"note":["Online veröffentlicht: 29. September 2023","Gesehen am 04.01.2024","Der Ausdruck \"3.3.1\" sowie der Ausdruck \"4 + 2\" sind im Titel eckig geklammert"],"type":{"bibl":"article-journal","media":"Online-Ressource"},"title":[{"title":"Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction","title_sort":"Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction"}],"language":["eng"],"person":[{"family":"Amiri","display":"Amiri, Kamran","given":"Kamran","role":"aut"},{"display":"Nayebzadeh, Behrouz","family":"Nayebzadeh","given":"Behrouz","role":"aut"},{"display":"Kamangar, Mohammad","family":"Kamangar","given":"Mohammad","role":"aut"},{"family":"Babazadeh","display":"Babazadeh, Mohammad","given":"Mohammad","role":"aut"},{"given":"Alireza","role":"aut","display":"Ariafard, Alireza","family":"Ariafard"},{"family":"Shiri","display":"Shiri, Farshad","role":"aut","given":"Farshad"},{"role":"aut","given":"Frank","display":"Rominger, Frank","family":"Rominger"},{"given":"Saeed","role":"aut","display":"Balalaie, Saeed","family":"Balalaie"}]} | ||
| SRT | |a AMIRIKAMRASYNTHESISO2920 | ||