A facile 2,2,2-trifluoroethyl fatty acid ester synthesis with phenyl(2,2,2-trifluoroethyl)iodonium triflate at room temperature

Han, Qiu‐Yan; Zhao, Chenglong; Yang, Jing; Zhang, Cheng‐Pan

doi:10.1080/17518253.2017.1338759

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(N O S and Se)–ch2cf3 Bond Formation1

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2018

2024

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Cited by 11 publications

(1 citation statement)

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“…In 2017, Han, Zhao and co-workers realized the trifluoroethylation of fatty acids with phenyl(2,2,2-trifluoroethyl)iodonium triflate in the presence of Cs 2 CO 3 (Scheme 53). 114 Both long-chain and short chain fatty acids were well tolerated. N -Boc substituted l -phenylalanine and oleanolic acid could also be transformed into the corresponding trifluoroethyl esters in excellent yields.…”

Section: (N O S and Se)–ch2cf3 Bond Formationmentioning

confidence: 97%

Recent advances in trifluoroethylation reaction

Zhou,

Han,

Wang

et al. 2023

Org. Chem. Front.

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Section: (N O S and Se)–ch2cf3 Bond Formationmentioning

confidence: 97%

Recent advances in trifluoroethylation reaction

Zhou,

Han,

Wang

et al. 2023

Org. Chem. Front.

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Synthesis of Aryl‐ and Heteroaryl‐Trifluoroethyl Ethers: Aims, Challenges and New Methodologies

Pethő

Novàk

2018

Asian J Org Chem

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Palladium‐Catalyzed Trifluoroethylation of Benzo[h]quinoline Derivatives by Mesityl(2,2,2‐trifluoroethyl)iodonium Triflate

Han

Xue

et al. 2019

Asian J Org Chem

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Reactions of a dimeric [(bzq)Pd(OAc)]2 complex (1 a′) and mesityl(2,2,2‐trifluoroethyl)iodonium triflate (2 a) with or without additives at room temperature gave 10‐(2,2,2‐trifluoroethyl)benzo[h]quinoline rapidly in moderate to high yields. The reaction might proceed through a unstable binuclear “PdIII−CH2CF3” intermediate (I), which was likely formed in situ from the oxidative addition of 2 a to [(bzq)Pd(OAc)]2 and favorably transformed to mononuclear “(bzq)PdIV−CH2CF3” complexes (III) in the presence of another equiv.alent of 2 a and a suitable additive. Based on these, a Pd‐catalyzed C−H trifluoroethylation of benzo[h]quinolines with 2 a was developed. Numerous benzo[h]quinoline derivatives reacted with [MesICH2CF3][OTf] at room temperature in the presence of 10 mol% Pd(OAc)2 and 2 equiv.. NaHCO3 to provide the corresponding 10‐trifluoroethylated products in excellent yields.

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A facile 2,2,2-trifluoroethyl fatty acid ester synthesis with phenyl(2,2,2-trifluoroethyl)iodonium triflate at room temperature

Abstract: View related articles View Crossmark data Citing articles: 2 View citing articles A facile 2,2,2-trifluoroethyl fatty acid ester synthesis with phenyl(2,2,2trifluoroethyl)iodonium triflate at room temperature

Cited by 11 publications

References 16 publications

Recent advances in trifluoroethylation reaction

Recent advances in trifluoroethylation reaction

Synthesis of Aryl‐ and Heteroaryl‐Trifluoroethyl Ethers: Aims, Challenges and New Methodologies

Palladium‐Catalyzed Trifluoroethylation of Benzo[h]quinoline Derivatives by Mesityl(2,2,2‐trifluoroethyl)iodonium Triflate

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