Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds
A traceless approach to quinolin-4(1<i>H</i>)-one scaffolds through Rh(III)-catalyzed redox-neutral [3+3] cyclization of <i>N</i>-nitrosoanilines with cyclopropenones has been achieved. This protocol features short reaction time and atom-economical combination without extra a...
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MDPI AG
2020-01-01
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author | Lingjun Liu Jiyuan Li Wenhao Dai Feng Gao Kaixian Chen Yu Zhou Hong Liu |
author_facet | Lingjun Liu Jiyuan Li Wenhao Dai Feng Gao Kaixian Chen Yu Zhou Hong Liu |
author_sort | Lingjun Liu |
collection | DOAJ |
description | A traceless approach to quinolin-4(1<i>H</i>)-one scaffolds through Rh(III)-catalyzed redox-neutral [3+3] cyclization of <i>N</i>-nitrosoanilines with cyclopropenones has been achieved. This protocol features short reaction time and atom-economical combination without extra additives, which can be further applied in the construction of privileged heterocyclic compounds in pharmaceutical chemistry. |
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institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-13T04:13:12Z |
publishDate | 2020-01-01 |
publisher | MDPI AG |
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series | Molecules |
spelling | doaj.art-d970f838c8a24b18a14e186326c8a2c42022-12-21T23:59:58ZengMDPI AGMolecules1420-30492020-01-0125226810.3390/molecules25020268molecules25020268Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One ScaffoldsLingjun Liu0Jiyuan Li1Wenhao Dai2Feng Gao3Kaixian Chen4Yu Zhou5Hong Liu6State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, ChinaState Key Laboratory of Drug Research and Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, ChinaState Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, ChinaState Key Laboratory of Drug Research and Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, ChinaState Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, ChinaState Key Laboratory of Drug Research and Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, ChinaState Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, ChinaA traceless approach to quinolin-4(1<i>H</i>)-one scaffolds through Rh(III)-catalyzed redox-neutral [3+3] cyclization of <i>N</i>-nitrosoanilines with cyclopropenones has been achieved. This protocol features short reaction time and atom-economical combination without extra additives, which can be further applied in the construction of privileged heterocyclic compounds in pharmaceutical chemistry.https://www.mdpi.com/1420-3049/25/2/268rhodium(iii)redox-neutral[3+3] annulation<i>n</i>-nitrosoanilinecyclopropenonesquinolin-4(1<i>h</i>)-ones |
spellingShingle | Lingjun Liu Jiyuan Li Wenhao Dai Feng Gao Kaixian Chen Yu Zhou Hong Liu Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds Molecules rhodium(iii) redox-neutral [3+3] annulation <i>n</i>-nitrosoaniline cyclopropenones quinolin-4(1<i>h</i>)-ones |
title | Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds |
title_full | Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds |
title_fullStr | Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds |
title_full_unstemmed | Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds |
title_short | Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of <i>N</i>-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1<i>H</i>)-One Scaffolds |
title_sort | rhodium iii catalyzed redox neutral 3 3 annulation of i n i nitrosoanilines with cyclopropenones a traceless approach to quinolin 4 1 i h i one scaffolds |
topic | rhodium(iii) redox-neutral [3+3] annulation <i>n</i>-nitrosoaniline cyclopropenones quinolin-4(1<i>h</i>)-ones |
url | https://www.mdpi.com/1420-3049/25/2/268 |
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