999-59-7Relevant academic research and scientific papers
Silylamination of electrophilic alkynes
Baines, Kim M.,McOnie, Sarah L.
supporting information, (2021/12/23)
The addition of simple silylamines to dialkyl acetylenecarboxylates was investigated yielding both E and Z-silylenamines in contrast to an earlier report. Silylamination was also achieved with propiolates, expanding the scope of the silylamination reactio
An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units
Jiang, Chengzhou,Wu, Jiamin,Han, Jiabin,Chen, Kai,Qian, Yang,Zhang, Zhengyu,Jiang, Yaojia
supporting information, p. 5710 - 5713 (2021/06/16)
An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.
Formation of Enamines via Catalytic Dehydrogenation by Pincer-Iridium Complexes
Lu, Yansong J.,Zhang, Xiawei,Malakar, Santanu,Krogh-Jespersen, Karsten,Hasanayn, Faraj,Goldman, Alan S.
supporting information, p. 3020 - 3028 (2020/03/23)
Di-isopropylphosphino-substituted pincer-ligated iridium catalysts are found to be significantly more effective for the dehydrogenation of simple tertiary amines to give enamines than the previously reported di-t-butylphosphino-substituted species. It is
Synthesis of Functionalized α-Vinyl Aldehydes from Enaminones
Chen, Jie,Guo, Pan,Zhang, Jianguo,Rong, Jiaxin,Sun, Wangbin,Jiang, Yaojia,Loh, Teck-Peng
supporting information, p. 12674 - 12679 (2019/08/07)
An efficient RhII-catalyzed synthesis of functionalized α-vinyl aldehydes with high E/Z stereoselectivity was developed. The reaction mediates the cyclopropanation of enaminones with vinyl carbenoids that are generated from cyclopropenes in situ to give the aminocyclopropane intermediates. Selective C?C bond cleavage of the cyclopropane intermediates leads to formation of α-vinyl aldehyde derivatives with high E/Z selectivity. This method proceeds at room temperature under very mild reaction conditions and works with a broad substrate scope.
ENZYMATIC SYNTHESIS OF CARBA-NAD
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Page/Page column 3-4, (2012/06/01)
The disclosure concerns the enzymatic synthesis of stable analogues of nicotinamide adenine dinucleotide NAD/NADH and nicotinamide adenine dinucleotide phosphate NADP/NADPH, the so-called “carba-NADs”, i.e. analogues of NAD/NADH or NADP/NADPH, respectively, comprising a carbacyclic sugar instead of ribose.
Synthesis of 2-aminofurans and 2-unsubstituted furans via carbenoid-mediated [3 + 2] cycloaddition
Jiang, Yaojia,Khong, Vanessa Zhong Yue,Lourdusamy, Emmanuvel,Park, Cheol-Min
experimental part, p. 3133 - 3135 (2012/05/04)
An efficient dual synthetic manifold for 2-aminofurans and 2-unsubstituted furans has been developed. The carbenoid-mediated [3 + 2] cycloaddition of copper carbenoids with enamines provides 2-amino-2,3-dihydrofurans which serve as common intermediates for both 2-aminofurans and 2-unsubstituted furans. The Royal Society of Chemistry 2012.
METHOD AND SUBSTANCES FOR PREPARATION OF N-SUBSTITUTED PYRIDINIUM COMPOUNDS
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Page/Page column 8-9, (2011/02/24)
The present invention relates to a method for the synthesis of N-substituted carboxylated pyridinium compounds by reacting a pentamethine precursor with a primary amine. In this reaction an N-substituted alkoxycarbonyl pyridinium heterocycle is formed.
A new synthesis of alkyl (E)-(3-dimethylamino)acrylates
Robertson, Jeffrey M.,Jones, Ian W.,Kayne, Kevin M.,Contreras, Cristina G.,Witter, Daniel J.,Bates, Robert B.,Hall Jr.
experimental part, p. 6080 - 6081 (2011/11/29)
A highly stereoselective one-step method for the synthesis of alkyl (E)-(3-dimethylamino)acrylates from N,N-dimethylformamide and ketene acetals is reported.
Stereoselective synthesis of α-Diazo oxime ethers and their application in the synthesis of highly substituted pyrroles through a [3+2] cycloaddition
Lourdusamy, Emmanuvel,Yao, Lin,Park, Cheol-Min
supporting information; experimental part, p. 7963 - 7967 (2011/01/08)
The stereoselective diazo transfer reaction with oxime ethers offers an efficient route to the corresponding α-diazo oxime ethers. The utility of these compounds has been demonstrated by the synthesis of highly substituted pyrroles through a [3+2] cycloaddition of α-oximino carbenoids with enamines (see scheme).
Efficient synthesis of β-enaminoesters via highly stereoselective Reformatsky reaction with disubstituted formamides as novel electrophiles
Ke, Yi-Yin,Li, Yu-Jin,Jia, Jian-Hong,Sheng, Wei-Jian,Han, Liang,Gao, Jian-Rong
experimental part, p. 1389 - 1391 (2009/06/08)
An efficient synthesis of various β-enaminoesters has been achieved via Reformatsky reaction with disubstituted formamides as novel electrophiles. The exclusive β-enaminoester E-isomers were obtained in 60-72% yield.

