ArticleNature communications2024
Decarboxylative stereoretentive C-N coupling by harnessing aminating reagent.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Metal-free strategy for C-N cross-coupling of benzamide with sulfonamide enabled by a Smiles rearrangement.Communications chemistry · 2026Article
- Pd-Catalyzed Arylative Lossen Rearrangement: Synthesis of Secondary Amines from Aryl/Alkyl Carboxylic Acids and Aryl Halides.Journal of the American Chemical Society · 2026Article
- Accelerating Reaction Discovery through AI-HTE Integration: Nitrene-Mediated C-O Coupling as a Validated Case Study.JACS Au · 2026Article
- Enantioconvergent benzylic C(spScience (New York, N.Y.) · 2025Article
- Catalytic Amino Group Transfer Reactions Mediated by Photoinduced Nitrene Formation from Rhodium-Hydroxamates.Angewandte Chemie (International ed. in English) · 2025Article
- Rh(III)-Catalyzed AlkeneACS catalysis · 2024Article
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
In recent decades, strategies involving transition-metal catalyzed carbon-carbon or carbon-heteroatom bond coupling have emerged as potent synthetic tools for constructing intricate molecular architectures. Among these, decarboxylative carbon-nitrogen bond formation using abundant carboxylic acids or their derivatives has garnered notable attention for accessing alkyl- or arylamines, one of key pharmacophores. While several decarboxylative amination methods have been developed, the involvement of a common carboradical intermediate currently poses challenges in achieving stereospecific transformation toward chiral alkylamines. Herein, we present a base-mediated, stereoretentive decarboxylative amidation by harnessing 1,4,2-dioxazol-5-one as a reactive and robust amidating reagent under transition-metal-free ambient conditions, encompassing all types of primary, secondary and tertiary carboxylic acids, thereby providing access to the important pharmacophore, α-chiral amines. This method exhibits high functional group tolerance, convenient scalability, and ease of applicability for
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Registered trials
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