1013-88-3Relevant articles and documents
Abu-Eittah,Hawied
, p. 3062,3064,3065 (1973)
Efficient solvent-free synthesis of N-unsubstituted ketimines from ketones and ammonia on porous solid acids
Shibata, Shintaro,Masui, Yoichi,Onaka, Makoto
, (2021)
We quantitatively synthesized N-unsubstituted (N–H) diphenylketimine from benzophenone and ammonia without solvent under ambient conditions on some solid acids, especially the proton-exchanged Y-type zeolite (H-Y), by a simple procedure. Similarly, other N-unsubstituted ketimines were also obtained in high yields by the reaction of alkyl aryl ketones or a dialkyl ketone having α-acidic hydrogens with a large excess of ammonia gas at 1 atm. without a solvent with the aid of the zeolite's high dehydration ability and stabilization effects.
Carson,Rosenberg
, p. 2734,2737 (1970)
1,2-Radical Rearrangements of Aryl, Furanyl and Thiophenyl Groups from Carbon to Nitrogen
Kim, Sunggak,Do, Jung Yun
, p. 1607 - 1608 (1995)
1,2-Radical rearrangements of aryl, furanyl and thiophenyl groups from carbon to nitrogen using azido groups as radical precursors are observed for the first time; the 1,2-aryl rearrangement is applied to the synthesis of phenanthridine derivatives from 6-fluorenyl azides.
Reactivity of benzophenone O-vinyloxime
Zaitsev,Shmidt,Vasil'tsov,Mikhaleva,Morozova,Ushakov,Afonin,Il'icheva
, p. 1429 - 1435 (2003)
Benzophenone O-vinyloxime readily takes up bromine and hydrogen chloride to give benzophenone O-(1,2-dibromoethyl)oxime and benzophenone O-(1-chloroethyl)oxime, respectively. Its reactions with methanol, trifluoroacetic acid, and acetic acid lead to formation of the corresponding O-(1-methoxyethyl), O-(1-trifluoroacetoxyethyl), and O-(1-acetoxyethyl) derivatives. Slow heating of the title compound induces its decomposition with formation of benzophenone as the major product; fast heating leads to a complex mixture of products containing benzophenone, benzophenone imine, and acetaldehyde.
Applications of Di-tert-butyliminoxyl Radical to Organic Synthesis. Oxidation of Amines to Imines
Cornejo, Jaime J.,Larson, Kent D.,Mendenhall, G. David
, p. 5382 - 5383 (1985)
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Preparation of 2-amino-2'-hydroxy-1,1'-binaphthyl and N-arylated 2- amino-1,1'-binaphthyl derivatives via palladium-catalyzed amination
Singer, Robert A.,Buchwald, Stephen L.
, p. 1095 - 1098 (1999)
Palladium-catalyzed amination reactions were carried out with 2- triflato-2'-(4-methoxybenzyloxy)-1,1'-binaphthyl (5) and benzophenone imine followed by hydrolysis of the imine and hydrogenolysis of the benzyl protecting group to afford 2-amino-2'-hydroxy-1,1'-binaphthyl (1). Arylamines were also coupled successfully with 5 under similar conditions.
Preparation method of sun-screening agent intermediate etocrilene
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Paragraph 0087-0087, (2021/02/06)
The invention provides a preparation method of etocrilene. The method uses benzophenone imine and ethyl cyanoacetate as raw materials, wherein benzophenone imine is prepared through benzophenone and ammonia. The method has the advantages of mild reaction conditions, high purity of the prepared etocrilene product, high yield of the process method, less three wastes, simple operation and easy control. Industrialized production can be achieved easily.
Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines
Hirazawa, Yoshinobu,Kadota, Tetsuya,Kondo, Yuta,Morimoto, Hiroyuki,Morisaki, Kazuhiro,Ohshima, Takashi
supporting information, p. 120 - 125 (2020/02/20)
N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using commercially available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described.
