The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons.

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Title: The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons.
Authors: Yu, Shuling1, Qi, Linjun1, Hu, Kun1, Gong, Julin1, Cheng, Tianxing1, Wang, Qingzong1, Chen, Jiuxi1 jiuxichen@wzu.edu.cn, Wu, Huayue1 huayuewu@wzu.edu.cn
Source: Journal of Organic Chemistry. 4/7/2017, Vol. 82 Issue 7, p3631-3638. 8p.
Abstract: A palladium-catalyzed tandem addition/cyclization of 2-(2-aminoaryl)acetonitriles with arylboronic acids has been developed for the first time, achieving a new strategy for direct construction of indole skeletons. This system shows good functional group tolerance and remarkable chemoselectivity. In particular, the halogen (e.g., bromo and iodo) substituents are amenable to further synthetic elaborations thereby broadening the diversity of the products. Preliminary mechanistic experiments indicate that this transformation involves sequential nucleophilic addition followed by an intramolecular cyclization. [ABSTRACT FROM AUTHOR]
Copyright of Journal of Organic Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: <searchLink fieldCode="JN" term="%22Journal+of+Organic+Chemistry%22">Journal of Organic Chemistry</searchLink>. 4/7/2017, Vol. 82 Issue 7, p3631-3638. 8p.
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  Data: A palladium-catalyzed tandem addition/cyclization of 2-(2-aminoaryl)acetonitriles with arylboronic acids has been developed for the first time, achieving a new strategy for direct construction of indole skeletons. This system shows good functional group tolerance and remarkable chemoselectivity. In particular, the halogen (e.g., bromo and iodo) substituents are amenable to further synthetic elaborations thereby broadening the diversity of the products. Preliminary mechanistic experiments indicate that this transformation involves sequential nucleophilic addition followed by an intramolecular cyclization. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Journal of Organic Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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      – Type: doi
        Value: 10.1021/acs.joc.7b00148
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      – Code: eng
        Text: English
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      – TitleFull: The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons.
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            NameFull: Yu, Shuling
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            NameFull: Qi, Linjun
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            NameFull: Hu, Kun
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            – D: 07
              M: 04
              Text: 4/7/2017
              Type: published
              Y: 2017
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