Alkylating Reagents Employed in Catellani‐Type Reactions
The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene cata...
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Published in | Chemistry : a European journal Vol. 24; no. 58; pp. 15461 - 15476 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
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17.10.2018
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Abstract | The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho‐C−H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments.
Changing conventions: The Catellani reaction, such as depicted, is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions (NBE=norbornene). This review highlights the alkylating reagents employed in these reactions and related applications in organic synthesis. |
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AbstractList | The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition-metal-catalyzed cross-coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho-C-H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments.The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition-metal-catalyzed cross-coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho-C-H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments. The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho‐C−H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments. Changing conventions: The Catellani reaction, such as depicted, is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions (NBE=norbornene). This review highlights the alkylating reagents employed in these reactions and related applications in organic synthesis. The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition metal-catalyzed cross-coupling reactions. It utilizes the synergistic interplay of palladium and norbornene (NBE) catalysis to facilitate sequential ortho-C-H functionalization and ipso termination of aryl iodides in a single operation. Since the pioneering work by the Catellani group in 1997, later by the Lautens group, this chemistry has attracted considerable attention by the synth etic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, we aim to summarize the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis, thus providing a complement to the existing reviews to inspire future developments. The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho ‐C−H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments. The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition‐metal‐catalyzed cross‐coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho‐C−H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments. |
Author | Liu, Ze‐Shui Zhou, Qianghui Gao, Qianwen Cheng, Hong‐Gang |
Author_xml | – sequence: 1 givenname: Ze‐Shui surname: Liu fullname: Liu, Ze‐Shui organization: Wuhan University – sequence: 2 givenname: Qianwen surname: Gao fullname: Gao, Qianwen organization: Wuhan University – sequence: 3 givenname: Hong‐Gang surname: Cheng fullname: Cheng, Hong‐Gang email: hgcheng@whu.edu.cn organization: Wuhan University – sequence: 4 givenname: Qianghui orcidid: 0000-0002-8125-0380 surname: Zhou fullname: Zhou, Qianghui email: qhzhou@whu.edu.cn organization: Wuhan University |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/30016558$$D View this record in MEDLINE/PubMed |
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Copyright | 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. |
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Keywords | Catellani reaction palladium norbornene cooperative catalysis alkylating reagent |
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Snippet | The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through... |
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SubjectTerms | Alkylation Aromatic compounds Catalysis Chemical reactions Chemical synthesis Chemistry cooperative effects homogeneous catalysis Iodides Organic chemistry Palladium Reagents synthesis design |
Title | Alkylating Reagents Employed in Catellani‐Type Reactions |
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