192817-77-9Relevant academic research and scientific papers
Aromatization of enamines using the TiCl4/Et3N reagent system
Srinivas, Gadthula,Periasamy, Mariappan
, p. 2785 - 2788 (2002)
Aromatization of enamines to the corresponding aniline derivatives using the TiCl4/Et3N reagent system is described.
Pd(OAc)2-catalyzed one-pot preparation of anthranilates from acyclic unsaturated β-enamino esters
Kishimoto, Ryo,Mikami, Shunya,Okada, Sho,Takabatake, Tetsuhiko,Toyota, Masahiro
, (2020/02/22)
A one-pot synthesis of anthranilates from acyclic unsaturated β-enamino esters with a catalytic amount of Pd(OAc)2 was achieved for the first time. The substrates for the key catalytic reaction were easily prepared from acetoacetate esters and amines, and functionalized anthranilates were obtained in moderate to good chemical yields. A simple assembly of a 13C-labeled anthranilate was demonstrated by applying this protocol. In addition, bioactive NNI-5 was synthesized using this catalytic process.
Tandem Wolff rearrangement-'tert-amino effect' sequence: Synthesis of 2-oxoindolinium enolate derivatives
Leost, Francoise,Chantegrel, Bernard,Deshayes, Christian
, p. 7557 - 7576 (2007/10/03)
The thermolysis of 1-diazo-2-oxo-(2-N,N-disubstituted aminophenyl)ethylphosphonates 1 gave rise to 2-oxoindolinium enolate derivatives 4 through Wolff rearrangement and interaction of the tert-amino moiety with the ketene functionality. Variable amounts of either ammonium ylides 5 or of products resulting from their transformations were also formed during the course of the reaction. If the amino moiety was substituted by a benzyl or an allyl group, indolinones, resulting from [1,3] or [1,2] benzylic or allylic shifts, were isolated in place of compounds 4 and 5.
Tandem Wolff rearrangement-'tert-amino effect' sequence: Synthesis of 2-oxoindolinium enolate and 1H-2-benzopyrane derivatives
Chantegrel,Deshayes,Faure
, p. 7859 - 7862 (2007/10/02)
The thermal decomposition of dimethyl 1-diazo-2-oxo-(2-N,N-disubstituted aminophenyl)ethylphosphonates 1 gave rise to 2-oxoindolinium enolates 3 resulting from a Wolff rearrangement followed by attack of the nitrogen atom on the intermediate ketene moiety
