6815-55-0Relevant academic research and scientific papers
Enamines as Surrogates of Alkyl Carbanions for the Direct Conversion of Secondary Amides to α-Branched Ketones
Liu, Yong-Peng,Wang, Shu-Ren,Chen, Ting-Ting,Yu, Cun-Cun,Wang, Ai-E,Huang, Pei-Qiang
supporting information, p. 971 - 975 (2019/01/25)
A direct transformation of secondary amides into α-branched ketones with enamines as soft alkylation reagents was developed. In this reaction, enamines serve as surrogates of alkyl carbanions, rather than the conventional enolates equivalents in the Stork's reactions, which allowed for the easy introduction of alkyl groups with electrophilic functional groups. In the presence of 4 ? molecular sieves, the method can be extended to the one-pot coupling of secondary amides with aldehydes to yield ketones. (Figure presented.).
Cross-Coupling of Secondary Amides with Tertiary Amides: The Use of Tertiary Amides as Surrogates of Alkyl Carbanions for Ketone Synthesis
Wang, Shu-Ren,Huang, Pei-Qiang
, p. 887 - 891 (2019/07/18)
In recent years, exciting progress has been made in the field of direct transformation of amides, nevertheless, the condensation between two amides remains rare and restricted to homo-coupling reactions. Herein, we report the cross-coupling of secondary amides with tertiary amides, which provides a synthesis of ketones under mild conditions, and features the use of tertiary amides as surrogates of alkyl carbanions. The method relies on the coupling of enamines, generated from tertiary amides by catalytic partial reduction of tertiary amides with Vaska's catalyst, with nitrilium ions, formed in situ from secondary amides via activation with trifluoromethanesulfonic anhydride, and on the subsequent deformylation.
N-SUBSTITUTED PHENYLACETAMIDE DERIVATIVE AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME
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Page/Page column 121, (2008/06/13)
A compound represented by the formula: (I) wherein R1 represents a methoxy group, a hydroxyl group or a hydrogen atom; R2 represents a hydrogen atom, a C1-4 alkyl group, a C1-4 alkylcarbonyl group or an arylcarbonyl group; and D represents a group represented by the formula (A), (B) or (C) below. (A) (B) (C) This compound is useful as a therapeutic agent for a pain or inflammation induced by any one of various morbid conditions such as neuropathic pain, rheumatoid arthritis and osteoarthritis.
Generation of Aldehydic Enol Ethers and Enamines by Olefination of Ketones
Gilbert, John C.,Weerasooriya, Upali
, p. 448 - 453 (2007/10/02)
Reaction of aliphatic ketones with dimethyl (diazomethyl)phosphonate (5, R = CH3) in the presence of alcohols and amines afforded enol ethers and enamines, respectively, of the next higher aldehyde.The technique has been found to be applicable to several
Scope and Pathway of Catalytic Aminomethylation of Olefins
Jachimowicz, Felek,Raksis, Joseph W.
, p. 445 - 447 (2007/10/02)
We describe a general and high-yield one-step process for synthesis of tertiary and secondary amines from olefins, carbon monoxide, water, and a nitrogen source in the presence of transition-metal compounds as catalysts.We find this chemistry, initially d
A NOVEL ROUTE TO ALDEHYDIC ENOL ETHERS AND ENAMINES
Gilbert, J. C.,Weerasooriya, U.
, p. 2041 - 2044 (2007/10/02)
Base-promoted reaction of dimethyl diazomethylphosphonate (1) with dialkyl and cyclic ketones in the presence of alcohols and of amines affords aldehydic enol ethers and enamines, respectively.
