Reagent- and solvent-controlled product divergence in the reaction of trifluorodiazoethane with arylidene-1,3-indanediones

被引：1
作者：
Ahmad, Mumtaz [1 ,2 ]
Fatma, Lubina [1 ]
Kant, Ruchir [3 ]
Mohanan, Kishor [1 ,2 ]
机构：
[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, BS 10-1,Sect 10,Sitapur Rd,POB 173, Lucknow 226031, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] CSIR Cent Drug Res Inst, Biochem & Struct Biol, BS 10-1,Sect 10,Sitapur Rd,POB 173, Lucknow 226031, India
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2024年 / 274卷
关键词：
Cycloaddition reactions; Product divergence; Selective access to spiropyrazolines; Nucleophilic ring opening; 2,2,2-TRIFLUORODIAZOETHANE CF3CHN2; 3+2 CYCLOADDITION; ACCESS; TRIFLUOROMETHYLATION; PYRAZOLINES; FLUORINE; CHEMISTRY;
D O I：
10.1016/j.jfluchem.2024.110256
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
An interesting product divergence in the reaction of trifluorodiazoethane with arylidene-1,3-indanediones is reported. The reaction conducted using 10 mol% of silver carbonate afforded trifluoromethylspiropyrazolines, while with excess of cesium fluoride in methanol, the cycloaddition was followed by nucleophilic ring opening of the spiropyrazoline to afford trifluoromethylated o-carbomethoxybenzoylpyrazolines. Both protocols work under mild reaction conditions and exhibit good functional group tolerance.
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页数：5
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