ArticleJournal of the American Chemical Society2021
Hydrogen Atom Transfer-Driven Enantioselective Minisci Reaction of Amides.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
What it found
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Who cites it
26 citing papers in PubMed.
- Radical enantioconvergent meta-C─H alkylation of pyridines.Science advances · 2026Article
- Phosphonium Ions as Activating Groups for the Selective Alkylation of Pyridines and Polyazines.Journal of the American Chemical Society · 2026Article
- Pnictogen bonding enabled photosynthesis of chiral selenium-containing pyridines from pyridylphosphonium salts.Fundamental research · 2025Article
- Electro-photochemical Functionalization of C(spJACS Au · 2024Review
- Photocatalytic Enantioselective Radical Cascade Multicomponent Minisci Reaction of β-Carbolines Using Diazo Compounds as Radical Precursors.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Synthetic utility of functionalized alkylsilyl peroxides for Fe-catalyzed and visible-light-promoted radical transformation.Chemical science · 2024Article
- Chemoselective bond activation by unidirectional and asynchronous PCET using ketone photoredox catalysts.Chemical science · 2023Article
- Cobalt-catalyzed aminoalkylative carbonylation of alkenes toward direct synthesis of γ-amino acid derivatives and peptides.Nature communications · 2023Article
- Acceptorless cross-dehydrogenative coupling for C(spCommunications chemistry · 2023Article
- Recent Advances in C-H Functionalisation through Indirect Hydrogen Atom Transfer.Molecules (Basel, Switzerland) · 2023Review
- Discovery and Development of the Enantioselective Minisci Reaction.Accounts of chemical research · 2023Article
- Late-Stage C-H Functionalization of Azines.Chemical reviews · 2023Review
- A Chiral Amine Transfer Approach to the Photocatalytic Asymmetric Synthesis of α-Trialkyl-α-tertiary Amines.Organic letters · 2023Article
- Photochemical Organocatalytic Functionalization of Pyridines via Pyridinyl Radicals.Journal of the American Chemical Society · 2023Article
- Site- and enantioselective cross-coupling of saturated N-heterocycles with carboxylic acids by cooperative Ni/photoredox catalysis.Nature communications · 2023Article
- Photocatalytic enantioselective Minisci reaction of β-carbolines and application to natural product synthesis.Chemical science · 2023Article
- Enantioselective Giese Additions of Prochiral α-Amino Radicals.Journal of the American Chemical Society · 2022Article
- Strategies That Utilize Ion Pairing Interactions to Exert Selectivity Control in the Functionalization of C-H Bonds.Journal of the American Chemical Society · 2022Review
- Hydrogen Atom Transfer Driven Enantioselective Minisci Reaction of Alcohols.Angewandte Chemie (International ed. in English) · 2022Article
- General electrochemical Minisci alkylation ofChemical science · 2022Article
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Minisci-type reactions constitute one of the most powerful methods for building up complexity around basic heteroarenes. The most desirable variants involve formal oxidative coupling of a C-H bond on each partner, leading back to the simplest possible starting materials. We herein disclose a method that enables such a coupling of linear amides and heteroarenes with full control of enantioselectivity at the newly formed stereocenter as well as site selectivity on both the heteroarene and the amide. This is achieved by the use of a chiral phosphoric acid catalyst in conjunction with diacetyl as a combined hydrogen atom transfer reagent and oxidant. Diacetyl is directly photoexcitable, and thus, no extraneous photocatalyst is required: an added feature that contributes to the simplicity and practicality of the protocol.
Identifiers
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.