- A method for preparing the amide compounds
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The invention discloses a method for preparing an amide compound. The method includes the following specific step: raw materials of a cyano compound and a boric acid compound are heated for a cyan hydrolysis reaction and a carbon-carbon coupling reaction with a mixed solvent of a protic solvent and a non protonic solvent as the reaction medium, in the air atmosphere and in the presence of alkali and a palladium compound catalyst, so as to prepare the amide compound. The novel method for preparing amide compound disclosed by the invention avoids the usage of an oxidant in the prior art, so as to effectively inhibit the excessive hydrolysis of cyano group, avoid further hydrolysis of amide into carboxylic acid, and greatly improve the reaction yield of the amide compound; and the method can be carried out simultaneously with the carbon-carbon coupling reaction to prepare more amide compounds, and has great market value and economic benefit for industrial production of amide compounds.
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Paragraph 0034; 0035
(2017/02/09)
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- Synthesis of amido-N-imidazolium salts and their applications as ligands in suzuki-miyaura reactions: Coupling of hetero- aromatic halides and the synthesis of milrinone and irbesartan
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A new catalytic system based on palladium-amido-N-heterocyclic carbenes for Suzuki-Miyaura coupling reactions of heteroaryl bromides is described. A variety of sterically bulky, amido-N-imidazolium salts were synthesized in high yields from the corresponding anilines. This catalytic system effectively promoted Suzuki-Miyaura couplings of heteroaryl bromides and chlorides with a range of boronic acids to give the corresponding aryl compounds in high yield. The yield was increased with increasing steric bulkiness of the substituted group. Especially, 1-(2,6-diisopropylphenyl)-3-N-(2,4,6-tri-tert- butylphenylacetamido)imidazolium bromide (4bc) exhibited 850,000 TON in the coupling reaction of 2-bromopyridine and phenylboronic acid. In addition, pharmaceutical compounds such as milrinone and irbesartan were synthesized via Suzuki-Miyaura coupling using sterically bulky, amido-N-imidazolium salt (4bc) as a ligand. Copyright
- Kumar, Manian Rajesh,Park, Kyungho,Lee, Sunwoo
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supporting information; experimental part
p. 3255 - 3266
(2011/02/23)
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- Efficient coupling of heteroaryl halides with arylboronic acids in the presence of a palladium-tetraphosphine catalyst
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Cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl) cyclopentane: ·1/2[PdCl(C3H5)]2 system catalyses the Suzuki cross-coupling of heteroaryl halides with a range of arylboronic acids with very high ratio substrate/catalyst in good yields. Substrates such as pyridines, quinolines, thiophenes, an indole, pyrimidines or a furane have been used successfully.
- Feuerstein, Marie,Doucet, Henri,Santelli, Maurice
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p. 327 - 336
(2007/10/03)
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- Efficient coupling of heteroaryl bromides with arylboronic acids in the presence of a palladium-tetraphosphine catalyst
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The cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3H5)]2 system catalyses the Suzuki cross-coupling of heteroaryl bromides with arylboronic acids with a very high substrate/catalyst ratio in good yields. Substrates such as pyridines, quinolines, thiophenes, an indole, a pyrimidine or a furane have been used successfully.
- Feuerstein, Marie,Doucet, Henri,Santelli, Maurice
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p. 5659 - 5662
(2007/10/03)
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