- Kumada Arylation of Secondary Amides Enabled by Chromium Catalysis for Unsymmetric Ketone Synthesis under Mild Conditions
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The synthesis of aromatic ketones by chromium-catalyzed Kumada arylation of secondary amides with organomagnesium reagents is described. This reaction was enabled by using low-cost chromium(III) salt as a precatalyst, combined with trimethylsilyl chloride
- Chen, Changpeng,Liu, Pei,Luo, Meiming,Zeng, Xiaoming
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p. 5864 - 5868
(2018/05/29)
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- One-pot synthesis of heteroaryl and diheteroaryl ketones through palladium-catalyzed 1,2-addition and oxidation
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A synthetic method was developed for the preparation of heteroaryl and diheteroaryl ketones from aldehydes and organoboronic acids through a palladium-catalyzed 1,2-addition and oxidation that uses an aryl iodide as the oxidant. This one-pot process shows high tolerance for a broad range of heterocyclic substrates by using 1.0-3.0 mol-% of the catalyst that is formed from allylpalladium chloride dimer and a thioether-imidazolinium chloride. In addition to fine-tuning the catalytic system, the use of a sterically hindered aryl iodide that has a substituent at the ortho position, such as 2-iodotoluene, is important to obtain the desired ketones with heterocyclic moieties in good to excellent yields. The one-pot synthesis of heteroaryl and diheteroaryl ketones was achieved by a palladium-catalyzed 1,2-addition and oxidation. This catalytic process with 1.0-3.0 mol-% catalyst loading tolerates a broad range of heterocyclic substrates to give ketones with heterocyclic moieties in good to excellent yields. Copyright
- Kuriyama, Masami,Hamaguchi, Norihisa,Sakata, Keisuke,Onomura, Osamu
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p. 3378 - 3385
(2013/06/27)
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- Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction
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A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus.
- Butin, Alexander V.,Smirnov, Sergey K.,Stroganova, Tatyana A.,Bender, Wolfgang,Krapivin, Gennady D.
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p. 474 - 491
(2007/10/03)
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- Photolysis of the Ozonide Derived from 1,4-Benzodioxins. Synthesis of Labile o-Benzoquinones
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By the photolysis of the ozonide derived from 1,4-benzodioxins, o-benzoquinones were obtained in moderate yields independent of the stability of o-benzoquinones and of the substituent groups, except the nitro group.Through the mechanistic studies, it was indicated that o-benzoquinones were formed through a radical decomposition pathway, while catechols were formed through an ionic decomposition pathway induced by acidic impurities.
- Kashima, Choji,Tomotake, Atsushi,Omote, Yoshimori
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p. 5616 - 5621
(2007/10/02)
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- Synthesis of Podophyllotoxin and Related Analogues: Part V - Tetralone Carboxylic Acids as Intermediates for Synthesis of o-Xylene and Benzodioxan Analogues of Tridemethoxy-β-apopicropodophyllin
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The 3-carboxy-4-phenyl-6,7-dimethyl-1-tetralone (7) and 3-carboxy-4-phenyl-6,7-ethylenedioxy-1-tetralone (8), intermediates for the synthesis of analogues 4 and 5 respectively of tridemethoxy-β-apopicropodophyllin (3) have been synthesised.
- Anjanamurthy, C.,Shashikanth, S.
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p. 670 - 672
(2007/10/02)
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