- A study on the reaction of 3-Alkyl(aryl)imidazo[1,5-A]pyridines with ninhydrin
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The reaction of 3-Alkyl(aryl)imidazo[1,5-A]pyridines (1) with ninhydrin in dichloromethane at room temperature delivered good yields of the respective 2-hydroxy-2-(imidazo[1,5-A]pyridine-1-yl)indene-1,3-diones. In the presence of dimethyl acetylenedicarbo
- Sammor, Mervat S.,El-Abadelah, Mustafa M.,Hussein, Ahmad Q.,Awwadi, Firas F.,Sabri, Salim S.,Voelter, Wolfgang
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- A new, efficient method for direct α-alkenylation of β-dicarbonyl compounds and phenols using alkenyltriarylbismuthonium salts
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Direct α-alkenylation of β-keto esters, β-diketone, and phenols with alkenyltriarylbismuthonium salts proceeded smoothly in the presence of 1,1,3,3-tetramethylguanidine to afford the corresponding α-alkenylated carbonyl compounds (β,γ-unsaturated carbonyl compounds) in good yields. The high leaving ability of the triarylbismuthonio group is a key driving force to achieve the C-C bond formation at the vinylic carbon under mild conditions.
- Matano, Yoshihiro,Imahori, Hiroshi
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p. 5505 - 5508
(2007/10/03)
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- Acid-Catalyzed Condensations of Ninhydrin with Aromatic Compounds. Preparation of 2,2-Diaryl-1,3-indanediones and 3-(Diarylmethylene)isobenzofuranones 1
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Ninhydrin (1) reacts with aromatic compounds in acid solution to give condensation products. In H2SO4, 1 reacts with arenes to give 2,2-diaryl-1,3-indanediones (2a-f). In superacidic triflic acid (CF3SO3H, TfOH)
- Klumpp, Douglas A.,Fredrick, Shyla,Lau, Siufu,Jin, Kevin K.,Bau, Robert,Surya Prakash,Olah, George A.
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p. 5152 - 5155
(2007/10/03)
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- A study on the friedel-crafts type reaction of ninhydrin with arenes
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The reactions of ninhydrin (1, 1,2,3-indantrione) with arenes in the presence of concentrated sulfuric acid afforded mono- or di-substituted ninhydrin derivatives at the 2-position in reasonable yields.
- Song, Hyun Nam,Seong, Mi Ra,Son, Ji Suk,Kim, Jae Nyoung
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p. 1865 - 1870
(2007/10/03)
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- α-Vinylation of 1,3-Dicarbonyl Compounds with Alkenyl(aryl)iodonium Tetrafluoroborates: Effects of Substituents on the Aromatic Ring and of Radical Inhibitors
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Direct α-vinylations of enolate anions derived from 1,3-dicarbonyl compounds with 4-teri-butyl-1- cyclohexenyl(aryl)iodonium 2 and 1-cyclopentenyl(aryl)iodonium tetrafluoroborates 3 are reported. Frequently, α-phenylations compete with the vinylations in the reaction of 1,3-dicarbonyl compounds with alkenyl(phenyl)iodonium salts 2a and 3a. Use of alkenyl(p-methoxyphenyl)iodonium salts 2b and 3b, however, leads to selective α-vinylation at the expense of the competing arylation of 1,3-dicarbonyl compounds. Use of an efficient aryl radical trap, 1,1-diphenylethylene, inhibits radical-induced decomposition of the alkenyl(aryl)iodonium salts, thereby improving the yields of α-vinylations of enolate anions derived from 1,3-dicarbonyl compounds.
- Ochiai, Masahito,Shu, Toshifusa,Nagaoka, Takema,Kitagawa, Yutaka
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p. 2130 - 2138
(2007/10/03)
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- Reaction of alkynyl(phenyl)(p-phenylene)bisiodonium ditriflates with nucleophiles. High reactivity of the alkynyl component
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Reaction of alkynyl (p-phenylene) bisiodonium ditriflates with potassium thiocyanate in DMF gave alkynyl thiocyanates and p-iodophenyl (phenyl) iodonium triflate. The latter was readily removed by washing with water. The exclusive sulfur attack of thiocya
- Kitamura, Tsugio,Fukuoka, Takahiro,Zheng, Lei,Fujimoto, Takeshi,Taniguchi, Hiroshi,Fujiwara, Yuzo
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p. 2649 - 2654
(2007/10/03)
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- Wittig-Horner reaction of dimethyl phthalide-3-phosphonates with ketones: Synthesis of 3-ylidenephthalides and their conversion to 2,2-disubstituted indan-1,3-diones including spirocyclic compounds
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The Wittig-Horner reaction of dimethyl phthalide-3-phosphonates with various ketones was investigated under the conditions: lithium bis(trimethylsilyl)amide (LHMDS) or sodium hydride in tetrahydrofuran, and cesium carbonate in isopropyl alcohol. The sequential treatment of the 3-ylidenephthalides with diisobutylaluminium hydride (DIBAL-H) and pyridinium dichromate (PDC) afforded 2,2-disubstituted indan-1,3-dione derivatives in modest to high overall yields.
- Watanabe,Morimoto,Tomoda,Iwanaga
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p. 1083 - 1086
(2007/10/02)
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