- 2-Phenylthio-3,3,3-trifluoropropene, its sulfoxide or sulfone in Diels-Alder cycloadditions
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The Diels-Alder reaction of 2-phenylthio-3,3,3-trifluoropropene 1 and its derivatives sulfoxide 2 and sulfone 3, respectively was carried out with cyclopentadiene, 2,3-dimethylbutadiene, butadiene and isoprene to give the [4+2] cycloadducts in good to excellent yields. The particular reactivity of 2-phenylsulfinyl-3,3,3-trifluoropropene 2 is revealed as an α,β-isomerisation via cycloaddition, sulfenic acid elimination, readdition followed by retro Diels-Alder.
- Redon, Martine,Janousek, Zdenek,Viehe, Heinz G.
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- Reaction of Arynes with Vinyl Sulfoxides: Highly Stereospecific Synthesis of ortho-Sulfinylaryl Vinyl Ethers
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The reaction of in situ generated arynes with aryl vinyl sulfoxides provides ortho-arylsulfinylaryl vinyl ethers via aryne σ-bond insertion into the S-O-bond and concomitant stereospecific S-O-vinyl migration. The cascade allows preparing di- or trisubsti
- Li, Yuanming,Studer, Armido
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supporting information
p. 666 - 669
(2017/02/10)
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- (E)-3,3,3-TRIFLUORO-1-PROPENYL PHENYL SULFOXIDE. A USEFUL BUILDING BLOCK FOR TRIFLUOROMETHYLATED ORGANIC MOLECULES
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(E)-3,3,3-trifluoro-1-propenyl phenyl sulfoxide as the building block for the introduction of trifluoromethyl group was prepared from ethyl trifluoroacetate in three steps ( 72percent yield ) and high diastereoselectivity was observed for the Michael reac
- Yamazaki, Takashi,Ishikawa, Nobuo
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p. 889 - 892
(2007/10/02)
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