通过瞬态导向基团策略实现钯催化的芳香醛的α-C-H烷氧羰基化反应
Palladium-Catalyzed -C-H Alkoxycarbonylation of Aromatic Aldehydes via a Transient Directing Group Strategy.
作者信息
Liu Shanshan, Prévost Sébastien
机构信息
Laboratoire de Synthèse Organique (LSO - UMR 7652), CNRS, Ecole Polytechnique, ENSTA Paris, Institut Polytechnique de Paris, 828 boulevard des Maréchaux, 91120 Palaiseau, France.
出版信息
Org Lett. 2023 Mar 10;25(9):1380-1385. doi: 10.1021/acs.orglett.3c00086. Epub 2023 Feb 24.
Transient directing groups (TDGs) can be a powerful strategy for directly functionalizing C-H bonds of aldehydes. We report a palladium-catalyzed -C-H alkoxycarbonylation of benzaldehydes using a catalytic amount of aromatic amine to form a transient imine that plays the role of a monodentate TDG. The reaction conditions were applied to a broad range of aldehydes, and the corresponding 2-formyl benzoates were used as direct precursors for the synthesis of phthalides and 1-isoindolinones.
瞬态导向基团（TDGs）可能是使醛的C-H键直接官能团化的有效策略。我们报道了一种钯催化的苯甲醛的-C-H烷氧羰基化反应，该反应使用催化量的芳香胺形成一种瞬态亚胺，其起到单齿TDG的作用。该反应条件适用于多种醛，并且相应的2-甲酰基苯甲酸酯用作合成酞内酯和1-异吲哚啉酮的直接前体。
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