Redox‐Divergent Synthesis of Fluoroalkylated Pyridines and 2‐Pyridones through Cu‐Catalyzed N−O Cleavage of Oxime Acetates

Bai, Donglu; Wang, Xueli; Zheng, Guangfan; Li, Xingwei

doi:10.1002/ange.201802311

Cited by 15 publications

(1 citation statement)

References 69 publications

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“…Including the classical approaches, a broad range of metal‐catalyzed and metal‐free synthetic tools have been described to upgrade the previous methods. Apart from Chichibabin and Hantzsch pyridine synthesis, the most useful catalytic protocols for their synthesis refer to [4+2] cycloaddition reactions (Scheme a), [3+3] annulation reactions (Scheme b), [3+2+1] annulation reactions (Scheme c), multi‐component reactions using C1‐source (Scheme d) and several other metal‐catalyzed or metal‐free strategies . Although, many of the described existing methods are useful and efficient to serve both academic and industrial purposes, the survey towards surrogate methods for construction of functionalized pyridine derivatives using simple and easy available substrates remains important .…”

Section: Methodsmentioning

confidence: 99%

Copper‐Catalyzed [2+2+1+1] Annulation for the Regioselective Synthesis of 2,6‐Diarylpyridines via C1‐Insertion and Subsequent Cyclization

et al. 2020

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Copper‐catalyzed [2+2+1+1] annulation strategy has been investigated for the regioselective synthesis of symmetrical and unsymmetrical 2,6‐diarylpyridines using aliphatic amines as nitrogen source and DMSO as C1‐synthon. The developed protocol was successful for the transformation of non‐activated aromatic ketones and non‐activated aliphatic amines into 2,6‐diarylpyridines via an “easy to access” approach. This protocol has been verified on wide range of substrates having various functional groups.

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Section: Methodsmentioning

confidence: 99%

Copper‐Catalyzed [2+2+1+1] Annulation for the Regioselective Synthesis of 2,6‐Diarylpyridines via C1‐Insertion and Subsequent Cyclization

et al. 2020

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Metal‐Free Synthesis of 5‐Trifluoromethyl‐1,2,4‐Triazoles from Iodine‐Mediated Annulation of Trifluoroacetimidoyl Chlorides and Hydrazones

Yang

Chen

et al. 2019

Adv Synth Catal

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A metal-free approach for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidoyl chlorides and hydrazones has been achieved under aerobic oxidative conditions. The reaction proceeds through a cascade base-promoted intermolecular CÀ N bond formation and iodinemediated intramolecular CÀ N bond oxidative coupling sequence. The protocol features broad substrate scope and can be scaled up to gram scale.

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β‐Trifluoromethyl α,β‐unsaturated Ketones: Efficient Building Blocks for Diverse Trifluoromethylated Molecules

Chaudhary¹,

Kulkarni²,

Saiyed³

et al. 2020

Adv Synth Catal

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The trifluoromethyl (CF 3) group is an advantageous structural motif in various biologically active molecules as well as materials, which is depicted by steadily increasing demand from the industries involved in drug discovery, agrochemicals and material development. β-trifluoromethyl α,βunsaturated carbonyl compounds constitute a very efficient building blocks as starting material in the synthesis of fluorinated molecules. Their usage for the synthesis of various heterocycles and organic molecules bearing stereogenic carbon containing CF 3 motif has received significant attention during the recent times. This review provides the existing methods for the synthesis of β-substituted trifluoromethyl-α,β-unsaturated ketones and the efforts made by researchers for the synthetic development through various reactions by employing them as synthetic building blocks for trifluoromethylated organic scaffolds.

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Redox‐Divergent Synthesis of Fluoroalkylated Pyridines and 2‐Pyridones through Cu‐Catalyzed N−O Cleavage of Oxime Acetates

Cited by 15 publications

References 69 publications

Copper‐Catalyzed [2+2+1+1] Annulation for the Regioselective Synthesis of 2,6‐Diarylpyridines via C1‐Insertion and Subsequent Cyclization

Copper‐Catalyzed [2+2+1+1] Annulation for the Regioselective Synthesis of 2,6‐Diarylpyridines via C1‐Insertion and Subsequent Cyclization

Metal‐Free Synthesis of 5‐Trifluoromethyl‐1,2,4‐Triazoles from Iodine‐Mediated Annulation of Trifluoroacetimidoyl Chlorides and Hydrazones

β‐Trifluoromethyl α,β‐unsaturated Ketones: Efficient Building Blocks for Diverse Trifluoromethylated Molecules

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