Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones
A metal-free electrochemical oxidative difluoroethylation of 2-arylbenzimidazoles was accomplished, which provided an efficient strategy for the synthesis of MeCF<sub>2</sub>-containing benzo[4,5]imidazo[2,1-<i>a</i>]-isoquinolin-6(5<i>H</i>)-ones. In addition, th...
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MDPI AG
2024-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/29/5/973 |
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| author | Yunfei Tian Dongyu Guo Luping Zheng Shaolu Yang Ningning Zhang Weijun Fu Zejiang Li |
| author_facet | Yunfei Tian Dongyu Guo Luping Zheng Shaolu Yang Ningning Zhang Weijun Fu Zejiang Li |
| author_sort | Yunfei Tian |
| collection | DOAJ |
| description | A metal-free electrochemical oxidative difluoroethylation of 2-arylbenzimidazoles was accomplished, which provided an efficient strategy for the synthesis of MeCF<sub>2</sub>-containing benzo[4,5]imidazo[2,1-<i>a</i>]-isoquinolin-6(5<i>H</i>)-ones. In addition, the method also enabled the efficient construction of various difluoroethylated indolo[2,1-<i>a</i>]isoquinolin-6(5<i>H</i>)-ones. Notably, this electrochemical synthesis protocol proceeded well under mild conditions without metal catalysts or exogenous additives/oxidants added. |
| first_indexed | 2024-04-25T00:24:20Z |
| format | Article |
| id | doaj.art-5d015e88a0514d46b164ec53dfff0863 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-25T00:24:20Z |
| publishDate | 2024-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-5d015e88a0514d46b164ec53dfff08632024-03-12T16:50:36ZengMDPI AGMolecules1420-30492024-02-0129597310.3390/molecules29050973Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-onesYunfei Tian0Dongyu Guo1Luping Zheng2Shaolu Yang3Ningning Zhang4Weijun Fu5Zejiang Li6Key Laboratory of Fuction-Oriented Porous Materials of Henan Province, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, ChinaKey Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry & Materials Science, Hebei University, Baoding 071002, ChinaKey Laboratory of Fuction-Oriented Porous Materials of Henan Province, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, ChinaKey Laboratory of Fuction-Oriented Porous Materials of Henan Province, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, ChinaKey Laboratory of Fuction-Oriented Porous Materials of Henan Province, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, ChinaKey Laboratory of Fuction-Oriented Porous Materials of Henan Province, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, ChinaKey Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry & Materials Science, Hebei University, Baoding 071002, ChinaA metal-free electrochemical oxidative difluoroethylation of 2-arylbenzimidazoles was accomplished, which provided an efficient strategy for the synthesis of MeCF<sub>2</sub>-containing benzo[4,5]imidazo[2,1-<i>a</i>]-isoquinolin-6(5<i>H</i>)-ones. In addition, the method also enabled the efficient construction of various difluoroethylated indolo[2,1-<i>a</i>]isoquinolin-6(5<i>H</i>)-ones. Notably, this electrochemical synthesis protocol proceeded well under mild conditions without metal catalysts or exogenous additives/oxidants added.https://www.mdpi.com/1420-3049/29/5/973electrochemical synthesisdifluoroethylationradicalpolycyclic compoundstandem cyclization |
| spellingShingle | Yunfei Tian Dongyu Guo Luping Zheng Shaolu Yang Ningning Zhang Weijun Fu Zejiang Li Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones Molecules electrochemical synthesis difluoroethylation radical polycyclic compounds tandem cyclization |
| title | Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones |
| title_full | Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones |
| title_fullStr | Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones |
| title_full_unstemmed | Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones |
| title_short | Electrochemical Radical Tandem Difluoroethylation/Cyclization of Unsaturated Amides to Access MeCF<sub>2</sub>-Featured Indolo/Benzoimidazo [2,1-<i>a</i>]Isoquinolin-6(5<i>H</i>)-ones |
| title_sort | electrochemical radical tandem difluoroethylation cyclization of unsaturated amides to access mecf sub 2 sub featured indolo benzoimidazo 2 1 i a i isoquinolin 6 5 i h i ones |
| topic | electrochemical synthesis difluoroethylation radical polycyclic compounds tandem cyclization |
| url | https://www.mdpi.com/1420-3049/29/5/973 |
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