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Rh(I)-催化的芳酰胺中邻位 C-H 键与马来酰亚胺的烷基化反应。

Rh(I)-Catalyzed Alkylation of ortho-C-H Bonds in Aromatic Amides with Maleimides.

机构信息

Department of Applied Chemistry, Faculty of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.

出版信息

Org Lett. 2017 Sep 1;19(17):4544-4547. doi: 10.1021/acs.orglett.7b02135. Epub 2017 Aug 11.

Abstract

An alkylation of C-H bonds with maleimides by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety as the directing group is reported. Various N-substituents in the maleimide, including methyl, ethyl, cyclohexyl, benzyl, and phenyl groups and even H, are applicable to the reaction. The reaction is highly regioselective at the less hindered ortho-C-H bond when meta-substituted aromatic amides are used as substrates.

摘要

报道了一种通过含有 8-氨基喹啉部分作为导向基团的芳酰胺的铑催化反应实现 C-H 键与马来酰亚胺的烷基化反应。马来酰亚胺中的各种 N-取代基,包括甲基、乙基、环己基、苄基和苯基,甚至是 H,都适用于该反应。当使用间位取代的芳酰胺作为底物时,反应在空间位阻较小的邻位 C-H 键上具有高度的区域选择性。

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