Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions
Rapid synthesis of 3-arylphthalides with a quaternary carbon center has been achieved via a cascade [4+1] cycloaddition/nucleophilic 1,4-addition of 2-carbonylcyclohexadienimines with two molecules of isocyanides. The reaction proceeded smoothly under metal-free conditions leading to the formation o...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2020-08-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610320300569 |
| _version_ | 1818282968418877440 |
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| author | Zhihao Du Qunjie Xu Guangxin Gu |
| author_facet | Zhihao Du Qunjie Xu Guangxin Gu |
| author_sort | Zhihao Du |
| collection | DOAJ |
| description | Rapid synthesis of 3-arylphthalides with a quaternary carbon center has been achieved via a cascade [4+1] cycloaddition/nucleophilic 1,4-addition of 2-carbonylcyclohexadienimines with two molecules of isocyanides. The reaction proceeded smoothly under metal-free conditions leading to the formation of multi-functionalized phthalides in moderate to good yields. |
| first_indexed | 2024-12-13T00:29:26Z |
| format | Article |
| id | doaj.art-38272f36292849d4be58840dbfc80280 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-12-13T00:29:26Z |
| publishDate | 2020-08-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-38272f36292849d4be58840dbfc802802022-12-22T00:05:22ZengElsevierJournal of Saudi Chemical Society1319-61032020-08-01248545551Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditionsZhihao Du0Qunjie Xu1Guangxin Gu2Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai Engineering Research Center of Energy-Saving in Heat Exchange Systems, Shanghai University of Electric Power, Shanghai 200090, ChinaShanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai Engineering Research Center of Energy-Saving in Heat Exchange Systems, Shanghai University of Electric Power, Shanghai 200090, China; Shanghai Institute of Pollution Control and Ecological Security, Shanghai 200092, China; Corresponding authors at: Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai Engineering Research Center of Energy-Saving in Heat Exchange Systems, Shanghai University of Electric Power, Shanghai 200090, China (Q. Xu).Department of Materials Science, Fudan University, 220 Handan Road, Shanghai 200433, China; Corresponding authors at: Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai Engineering Research Center of Energy-Saving in Heat Exchange Systems, Shanghai University of Electric Power, Shanghai 200090, China (Q. Xu).Rapid synthesis of 3-arylphthalides with a quaternary carbon center has been achieved via a cascade [4+1] cycloaddition/nucleophilic 1,4-addition of 2-carbonylcyclohexadienimines with two molecules of isocyanides. The reaction proceeded smoothly under metal-free conditions leading to the formation of multi-functionalized phthalides in moderate to good yields.http://www.sciencedirect.com/science/article/pii/S1319610320300569IsocyanidesCycloadditionPhthalideQuaternary carbon centerCascade reaction |
| spellingShingle | Zhihao Du Qunjie Xu Guangxin Gu Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions Journal of Saudi Chemical Society Isocyanides Cycloaddition Phthalide Quaternary carbon center Cascade reaction |
| title | Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions |
| title_full | Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions |
| title_fullStr | Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions |
| title_full_unstemmed | Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions |
| title_short | Synthesis of 3-arylphthalides with a quaternary carbon center via [4+1] cycloaddition of 2-carbonylcyclohexadienimines with isocyanides under metal-free conditions |
| title_sort | synthesis of 3 arylphthalides with a quaternary carbon center via 4 1 cycloaddition of 2 carbonylcyclohexadienimines with isocyanides under metal free conditions |
| topic | Isocyanides Cycloaddition Phthalide Quaternary carbon center Cascade reaction |
| url | http://www.sciencedirect.com/science/article/pii/S1319610320300569 |
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