3,3-Dimethyl-1-[difluoro(phenylsulfonyl)methyl]-1,2-benziodoxole

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Product Category
Product Code
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MDL Number
Pubchem CID
Reaxys RN
1-[benzenesulfonyl(difluoro)methyl]-3,3-dimethyl-1λ^{3},2-benziodoxole
Difluoromethylating Reagents
KUMI2F15
1052174-67-0

2503384
18574616
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
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3,3-Dimethyl-1-[difluoro(phenylsulfonyl)methyl]-1,2-benziodoxole
C16H15F2IO3S
452.25
≥98%(HPLC)
Solid
89-90ºC
1g,5g,10g and 50g
Store at room temperature
A new electrophilic difluoromethylation reagent prepared from TMSCF2SO2Ph, which can efficiently transfer the PhSO2CF2 moiety to nucleophiles such as thiols under mild reaction conditions. Copper(II)-catalyzed decarboxylative difluoro(phenylsulfonyl)methylation of α,β- or β,γ-unsaturated carboxylic acids with this reagent can afford vinylic and allylic difluoromethylation products.
Electrophilic (phenylsulfonyl)difluoromethylation of thiols with a hypervalent iodine(III)-CF2SO2Ph reagent. [1]
Copper-catalyzed Di- and trifluoromethylation of α,β-unsaturated carboxylic acids: A protocol for vinylic fluoroalkylations. [2]
Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation. [2]
References:
[1] W.Zhang, J. Zhu, J.Hu, Tetrahedron Lett., 2008, 49(34), pp 5006-5008.
[2] Z. He, T.Luo, M. Hu, Y.Cao, J. Hu, Angew. Chem. Int. Ed., 2012, 51(16),pp 3944-3947.
[3] Z. He, M. Hu, T.Luo, L. Li, J. Hu, Angew. Chem. Int. Ed., 2012, 51(46),pp 11545-11547.
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