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光催化N-取代乙酸与醛的脱羧加成反应

Photocatalyzed Decarboxylative Addition of N-Substituted Acetic Acids to Aldehydes.

作者信息

Jin Bo, Gopalsamy Ariamala, Peng Bo, Sha Li, Tentarelli Sharon, Gingipalli Lakshmaiah

机构信息

Medicinal Chemistry, Oncology R&D, AstraZeneca, Waltham, Massachusetts 02451, United States.

出版信息

J Org Chem. 2023 Feb 3;88(3):1327-1330. doi: 10.1021/acs.joc.2c01843. Epub 2023 Jan 18.

DOI:10.1021/acs.joc.2c01843
PMID:36653131
Abstract

Herein, we report a photoredox-catalyzed decarboxylative addition of N-substituted acetic acids to aldehydes to generate secondary alcohols under mild reaction conditions. Protic solvents were found to be critical to the successful implementation of this methodology. This strategy enables the formation of a novel C-C bond between aldehydes and N-substituted acetic acid derivatives of weakly nucleophilic and medicinally relevant heteroaryls such as indoles, pyrroles, indazoles, and azaindoles.

摘要

在此,我们报道了一种光氧化还原催化的N-取代乙酸与醛的脱羧加成反应,可在温和的反应条件下生成仲醇。发现质子溶剂对于该方法的成功实施至关重要。该策略能够在醛与弱亲核性且具有药物相关性的杂芳基(如吲哚、吡咯、吲唑和氮杂吲哚)的N-取代乙酸衍生物之间形成新型C-C键。

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