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导向基团去除指南:8-氨基喹啉。

A Guide to Directing Group Removal: 8-Aminoquinoline.

机构信息

School of Chemistry, National University of Ireland Galway, University Road, Galway, H91 TK33, Ireland.

School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK.

出版信息

Chemistry. 2021 Jun 10;27(33):8411-8436. doi: 10.1002/chem.202100093. Epub 2021 Mar 9.

DOI:10.1002/chem.202100093
PMID:33559933
Abstract

The use of directing groups allows high levels of selectivity to be achieved in transition metal-catalyzed transformations. Efficient removal of these auxiliaries after successful functionalization, however, can be very challenging. This review provides a critical overview of strategies used for removal of Daugulis' 8-aminoquinoline (2005-2020), one of the most widely used N,N-bidentate directing groups. The limitations of these strategies are discussed and alternative approaches are suggested for challenging substrates. Our aim is to provide a comprehensive end-users' guide for chemists in academia and industry who want to harness the synthetic power of directing groups-and be able to remove them from their final products.

摘要

导向基团的使用可以在过渡金属催化转化中实现高水平的选择性。然而,在成功的功能化后,有效地去除这些助剂可能非常具有挑战性。这篇综述批判性地概述了用于去除道格拉斯(Daugulis)的 8-氨基喹啉(2005-2020)的策略,该试剂是最广泛使用的 N,N-双齿导向基团之一。讨论了这些策略的局限性,并为具有挑战性的底物提出了替代方法。我们的目的是为学术界和工业界的化学家提供全面的最终用户指南,他们希望利用导向基团的合成能力,并能够从最终产品中去除它们。

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