ArticleACS omega2019
Manganese(I)-Catalyzed Cross-Coupling of Ketones and Secondary Alcohols with Primary Alcohols.
Article in ACS omega, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
What it found
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The trial behind it
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Who cites it
8 citing papers in PubMed, 81 citations in OpenAlex.
- Frontiers in manganese catalysis: a sustainable platform for bond construction and heterocycle synthesis.RSC advances · 2026Review
- Single-Step Synthesis of 1,2-Cyclopentanediones by Dehydrogenative Annulation of Ethylene Glycol with Secondary Alcohols.Journal of the American Chemical Society · 2025Article
- Manganese-catalyzed C-C and C-N bond formation with alcohols via borrowing hydrogen or hydrogen auto-transfer.Beilstein journal of organic chemistry · 2024Review
- Iridium-, Ruthenium-, and Nickel-Catalyzed C-C Couplings of Methanol, Formaldehyde, and Ethanol with π-Unsaturated Pronucleophiles via Hydrogen Transfer.The Journal of organic chemistry · 2023Review
- Article
- Ethanol: Unlocking an Abundant Renewable CAngewandte Chemie (International ed. in English) · 2021Article
- Manganese-Catalyzed β-Methylation of Alcohols by Methanol.Angewandte Chemie (International ed. in English) · 2020Article
- Manganese(I)-Catalyzed β-Methylation of Alcohols Using Methanol as CAngewandte Chemie (International ed. in English) · 2020Article
Corrections and comments
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Catalytic cross-coupling of ketones and secondary alcohols with primary alcohols is reported. An abundant manganese-based pincer catalyst catalyzes the reactions. Low loading of catalyst (2 mol %) and catalytic use of a mild base (5-10 mol %) are sufficient for efficient cross-coupling. Various aryl and heteroaryl ketones are catalytically cross-coupled with primary alcohols to provide the selective α-alkylated products. Challenging α-ethylation of ketones is also attained using ethanol as an alkylating reagent. Further, direct use of secondary alcohols in the reaction results in in situ oxidation to provide the ketone intermediates, which undergo selective α-alkylation. The reaction proceeds via the borrowing hydrogen pathway. The catalyst oxidizes the primary alcohols to aldehydes, which undergo subsequent aldol condensation with ketones, promoted by catalytic amount of Cs
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.