- Gold-catalyzed simultaneous formation of C-C, C=O, and C-F bonds in the presence of selectfluor: A synthesis of fluoroindenes from allene esters
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An approach for the synthesis of fluorinated indene derivatives has been developed via a gold-catalyzed three-component tandem reaction between allene esters, Selectfluor, and water.
- Liu, Yunkui,Zhu, Jie,Qian, Jianqiang,Xu, Zhenyuan
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supporting information; experimental part
p. 5411 - 5417
(2012/08/07)
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- Study on the selectivity in the electrophilic monofluorination of 2,3-allenoates with Selectfluor: An efficient synthesis of 4-fluoro-2(5H)-furanones and 3-fluoro-4-oxo-2(E)-alkenoates
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Different from the reaction of 2,3-allenoic acids with Selectfluor, 4-fluoro-2(5H)-furanones and (E)-3-fluoro-4-oxo-2-alkenoates were highly selectively generated from 2,4-disubstituted 2,3-allenoates with Selectfluor under different conditions in moderate yields. The reaction of 2, 4, 4-trisubstituted 2,3-allenoates afforded the corresponding 4-fluoro-2(5H)-furanones highly selectively with up to 95% yield under different conditions. The scope of the substrates has been carefully explored. Due to the more readily availability of 2,3-allenoates as compared to 2,3-allenoic acids, new 4-fluoro-2(5H)furanones were prepared. Based on the isolation and characterization of the minor fluorohydroxylation product E-5m, a mechanism has been proposed. The Royal Society of Chemistry 2010.
- Lue, Bo,Fu, Chunling,Ma, Shengming
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supporting information; experimental part
p. 274 - 281
(2010/04/24)
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- Reaction of 2,3-allenoates with TsNBr2 in the presence of base: A facile highly stereoselective synthesis of (1E,2E)-3-bromo-4-oxo-N′- tosyl-2-alkenoxylimidic acid ethyl esters
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(Chemical Equation Presented) A novel reaction pathway of 2,3-allenoates with an electrophile (TsNBr2) in the presence of K2CO 3 to produce (1E,2E)-3-bromo-4-oxo-N′-tosyl-2-alkenoxylimidic acid ethyl esters is reported. Th
- Shen, Ruwei,Huang, Xian
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p. 3961 - 3964
(2008/02/01)
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- Efficient preparation of 4-Iodofuran-2(5H)-ones by iodolactonisation of 2,3-allenoates with I2
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4-Iodofuran-2(5H)-ones were prepared, in moderate to high yields, by the facile iodolactonisation of ethyl 2,3-allenoates with I2 in aqueous MeCN by the direct participation of the carbonyl oxygen atom in the regioselective electrophilic additi
- Fu, Chunling,Ma, Shengming
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p. 3942 - 3945
(2007/10/03)
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- An Efficient Synthesis of 4-Halo-5-hydroxyfuran-2(5H)-ones via the Sequential Halolactonization and γ-Hydroxylation of 4-Aryl-2, 3-alkadienoic Acids
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4-Halo-5-hydroxyfuran-2(5H)-ones were synthesized via the efficient sequential halolactonization-hydroxylation reaction of 4-aryl-2,3-allenoic acids with I2 or CuX2 (X = Br or Cl) in moderate to good yields. The structures of the pro
- Ma, Shengming,Wu, Bin,Shi, Zhangjie
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p. 1429 - 1431
(2007/10/03)
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