ArticleJournal of the American Chemical Society2015
Cobalt(III)-catalyzed synthesis of indazoles and furans by C-H bond functionalization/addition/cyclization cascades.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 34 papers.
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Who cites it
34 citing papers in PubMed.
- Synthesis and diversification of SuFEx-active 2RSC advances · 2026Article
- Probing 3-Amino-2H-Azaindazoles as Allosteric Inhibitors of the Protein Tyrosine Phosphatase SHP2.ChemMedChem · 2026Article
- [3 + 2] Cycloadditions of Tertiary AmineACS organic & inorganic Au · 2026Article
- Innovative cascade reaction for 2H-indazole derivative synthesis.Molecular diversity · 2025Article
- Synthesis of CFMolecules (Basel, Switzerland) · 2025Article
- Synthesis of α-Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Dienes and Isocyanates.Organic letters · 2024Article
- Visible Light-Mediated Heterodifunctionalization of Alkynylazobenzenes for 2Organic letters · 2024Article
- Cobalt(III)-catalyzed asymmetric ring-opening of 7-oxabenzonorbornadienes via indole C-H functionalization.Nature communications · 2023Article
- Three-component carboformylation: α-quaternary aldehyde synthesisChemical science · 2022Article
- Recent Strategies in Transition-Metal-Catalyzed Sequential C-H Activation/Annulation for One-Step Construction of Functionalized Indazole Derivatives.Molecules (Basel, Switzerland) · 2022Review
- C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.Chemical Society reviews · 2022Review
- Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Enynes and Aldehydes.Angewandte Chemie (International ed. in English) · 2022Article
- Cobalt and Iron Stabilized Ketyl, Ketiminyl and Aldiminyl Radical Anions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Cp*Co(III)-Catalyzed C-H Hydroarylation of Alkynes and Alkenes and Beyond: A Versatile Synthetic Tool.ACS omega · 2020Review
- Synthesis of Homoallylic Alcohols with Acyclic Quaternary Centers through CoAngewandte Chemie (International ed. in English) · 2019Article
- Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes To Form Hindered Secondary Alcohols.Journal of the American Chemical Society · 2019Article
- Recent Advances in Indazole-Containing Derivatives: Synthesis and Biological Perspectives.Molecules (Basel, Switzerland) · 2018Review
- Cobalt(iii)-catalyzed site-selective C-H amidation of pyridones and isoquinolones.RSC advances · 2018Article
- A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.Chemical Society reviews · 2018Review
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2 authors.
Funding
Abstract
The development of operationally straightforward and cost-effective routes for the assembly of heterocycles from simple inputs is important for many scientific endeavors, including pharmaceutical, agrochemical, and materials research. In this article we describe the development of a new air-stable cationic Co(III) catalyst for convergent, one-step benchtop syntheses of N-aryl-2H-indazoles and furans by C-H bond additions to aldehydes followed by in situ cyclization and aromatization. Only a substoichiometric amount of AcOH is required as an additive that is both low-cost and convenient to handle. The syntheses of these heterocycles are the first examples of Co(III)-catalyzed additions to aldehydes, and reactions are demonstrated for a variety of aromatic, heteroaromatic, and aliphatic derivatives. The syntheses of both N-aryl-2H-indazoles and furans have been performed on 20 mmol scales and should be readily applicable to larger scales. The reported heterocycle syntheses also demonstrate the use of directing groups that have not previously been applied to Co(III)-catalyzed C-H bond functionalizations. Additionally, the synthesis of furans demonstrates the first example of Co(III)-catalyzed functionalization of alkenyl C-H bonds.
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