Transient Directing Group‐Assisted C─H Bond Functionalization of Aliphatic Amines: Strategies for Efficiency and Site‐Selectivity
The synthesis of amine skeletons and catalytic bond formation in aliphatic amines are important synthetic methodologies. Although various metal‐catalyzed organic transformations have been successfully used to functionalize and construct amine molecules, there are still many hurdles toward practical...
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| Published in | Bulletin of the Korean Chemical Society Vol. 41; no. 6; pp. 582 - 587 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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Weinheim
Wiley‐VCH Verlag GmbH & Co. KGaA
01.06.2020
대한화학회 |
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| ISSN | 1229-5949 0253-2964 1229-5949 |
| DOI | 10.1002/bkcs.12044 |
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| Abstract | The synthesis of amine skeletons and catalytic bond formation in aliphatic amines are important synthetic methodologies. Although various metal‐catalyzed organic transformations have been successfully used to functionalize and construct amine molecules, there are still many hurdles toward practical application. Moreover, site‐selectivity is generally achieved using a traditional directing group (DG) strategy, which requires at least two additional steps for the installation and removal of the DGs. Recently, a transient directing group (TDG) strategy, also known as traceless DG and temporary DG, has been widely studied for a range of selective transition metal‐catalyzed C─H bond functionalization. In this account, we have focused on the recent developments of the TDG strategy toward the site‐selective C─H bond functionalization of aliphatic amines. The design of the TDGs used for the target reaction and their critical roles in the reaction mechanism will be covered along with their selectivity and synthetic utility.
TDG‐assisted C─H functionalization of aliphatic amines. |
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| AbstractList | The synthesis of amine skeletons and catalytic bond formation in aliphatic amines are important synthetic methodologies. Although various metal-catalyzed organic transformations have been successfully used to functionalize and construct amine molecules, there are still many hurdles toward practical application. Moreover, site-selectivity is generally achieved using a traditional directing group (DG) strategy, which requires at least two additional steps for the installation and removal of the DGs. Recently, a transient directing group (TDG) strategy, also known as traceless DG and temporary DG, has been widely studied for a range of selective transition metal-catalyzed C─H bond functionalization. In this account, we have focused on the recent developments of the TDG strategy toward the site-selective C─H bond functionalization of aliphatic amines. The design of the TDGs used for the target reaction and their critical roles in the reaction mechanism will be covered along with their selectivity and synthetic utility. KCI Citation Count: 11 The synthesis of amine skeletons and catalytic bond formation in aliphatic amines are important synthetic methodologies. Although various metal‐catalyzed organic transformations have been successfully used to functionalize and construct amine molecules, there are still many hurdles toward practical application. Moreover, site‐selectivity is generally achieved using a traditional directing group (DG) strategy, which requires at least two additional steps for the installation and removal of the DGs. Recently, a transient directing group (TDG) strategy, also known as traceless DG and temporary DG, has been widely studied for a range of selective transition metal‐catalyzed C─H bond functionalization. In this account, we have focused on the recent developments of the TDG strategy toward the site‐selective C─H bond functionalization of aliphatic amines. The design of the TDGs used for the target reaction and their critical roles in the reaction mechanism will be covered along with their selectivity and synthetic utility. TDG‐assisted C─H functionalization of aliphatic amines. The synthesis of amine skeletons and catalytic bond formation in aliphatic amines are important synthetic methodologies. Although various metal‐catalyzed organic transformations have been successfully used to functionalize and construct amine molecules, there are still many hurdles toward practical application. Moreover, site‐selectivity is generally achieved using a traditional directing group (DG) strategy, which requires at least two additional steps for the installation and removal of the DGs. Recently, a transient directing group (TDG) strategy, also known as traceless DG and temporary DG, has been widely studied for a range of selective transition metal‐catalyzed C─H bond functionalization. In this account, we have focused on the recent developments of the TDG strategy toward the site‐selective C─H bond functionalization of aliphatic amines. The design of the TDGs used for the target reaction and their critical roles in the reaction mechanism will be covered along with their selectivity and synthetic utility. |
| Author | Lee, Jooyeon Ha, Hyeonbin Park, Myung Hwan Jung, Byunghyuck Kim, Min |
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| Notes | H. Ha and J. Lee are equally contributed to this work. https://onlinelibrary.wiley.com/doi/abs/10.1002/bkcs.12044 |
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| SubjectTerms | C─H activation C─H functionalization Temporary directing group Traceless directing group Transient directing group 화학 |
| Title | Transient Directing Group‐Assisted C─H Bond Functionalization of Aliphatic Amines: Strategies for Efficiency and Site‐Selectivity |
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