Citation: Tao Zhou, Jing Zhou, Yunyun Liu, Jie-Ping Wan, Fen-Er Chen. Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C–H functionalization and chromone annulation of enaminones[J]. Chinese Chemical Letters, ;2024, 35(11): 109683. doi: 10.1016/j.cclet.2024.109683 shu

Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C–H functionalization and chromone annulation of enaminones

Tao Zhou ^a ,
Jing Zhou ^{a, b} ,
Yunyun Liu ^a ,
Jie-Ping Wan ^{a, *,} ,
Fen-Er Chen ^{a, b, *,}

a.
College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China
b.
Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai 200433, China

wanjieping@jxnu.edu.cn

rfchen@fudan.edu.cn

Received Date: 25 December 2023
Revised Date: 17 February 2024
Accepted Date: 27 February 2024
Available Online: 2 March 2024

Figures(6)

The new reactions between o-hydroxyphenyl enaminones and Langlois reagent (CF₃SO₂Na) for the tunable synthesis of 3-(trifluoromethylthio) chromones and 3-trifluoromethylsulfinyl chromones are reported herein. Both type of reactions proceed under transition metal-free conditions. In addition, the conditions for the synthesis of 3-trifluoromethylsulfinyl chromones have also been found to be applicable for the synthesis of 3-alkyl/arylsulfinyl chromones.
- Enaminone,
- C–H functinalizaiton,
- Tunable synthesis,
- Trifluoromethylthiolation,
- Trifluoromethylsulfination,
- Transition metal-free,
- Sulfur functionalized chromones
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