365276-79-5Relevant articles and documents
PROTECTIVE GROUPS AND METHODS FOR PROTECTING BENZOXABOROLES OR OXABOROLES
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Page/Page column 34; 35, (2019/10/01)
The present invention relates in part protective groups that can be used to reversibly protect benzoxaboroles and/or oxaboroles and yield the corresponding protected complexes. The invention further relates to the use of these protective groups to protect benzoxaboroles and/or oxaboroles.
Protection of the Benzoxaborole Moiety: Synthesis and Functionalization of Zwitterionic Benzoxaborole Complexes
Gamrat, James M.,Mancini, Giulia,Burke, Sarah J.,Colandrea, Rebecca C.,Sadowski, Nicholas R.,Figula, Bryan C.,Tomsho, John W.
, p. 6193 - 6201 (2018/05/15)
The synthesis and utility of three benzoxaborole protecting groups are reported. These protecting groups improve organic solubility and allow otherwise incompatible reactions (oxidations, substitutions, and mild reductions) to be achieved in the presence of the benzoxaborole moiety. 3-(N,N-Dimethylamino)-1-propanol was determined to be useful in one-step sequences and is readily cleaved upon workup. Two other groups, N-methylsalicylidenimine and 2-[1-(methylimino)ethyl]phenol, are suitable for multistep syntheses. Deprotection with mild aqueous acid allows for chromatography-free isolation of the benzoxaborole in high yields.
Simplified ketimine preparation
Thienthong, Neeranat,Bergman, Ylva E.,Perlmutter, Patrick
experimental part, p. 2683 - 2693 (2009/12/06)
An extremely simple method for preparing imines from aryl and alkylaryl ketones and a variety of amines is presented. The process involves the diffusion of the appropriate amine vapor from one arm of an H-tube into the other arm containing the ketone. Most reactions are quantitative, and, in many cases, there is no real work-up or purification required.
Ready N-alkylation of enantiopure aminophenols: Synthesis of tertiary aminophenols
Cimarelli, Cristina,Palmieri, Gianni,Volpini, Emanuela
, p. 6089 - 6096 (2007/10/03)
A regioselective indirect alkylation of aminophenols to enantiopure tertiary aminophenols, which are useful chiral ligands for metal-catalysed asymmetric reactions, is reported. This very simple synthetic methodology, through reduction or alkylation of an intermediate benzoxazine, was performed in mild conditions, suitable for the conservation of the configuration of the stereogenic centres. Some crystalline aminophenols show the phenomenon of 'crystallization-induced asymmetric transformation'.
Acylation of o-imidoylphenol lithium dianions: Synthesis of 4H-chromen- 4-ylidenamines
Cimarelli, Cristina,Palmieri, Gianni
, p. 475 - 478 (2007/10/03)
A method is described to obtain 4H-chromen-4-ylidenamines 4, through the reaction of o-imidoyl phenol dianions 2' with aromatic esters and subsequent acid cyclisation of the 3-(2-hydroxyphenyl)-3-(amino)-1-phenylprop-2-en-1- ones 3 obtained. (C) 2000 Else
Strengthening of the intramolecular O · · · H · · · N hydrogen bonds in Schiff bases as a result of steric repulsion
Filarowski, Aleksander,Glowiaka, Tadeusz,Koll, Aleksander
, p. 75 - 89 (2007/10/03)
Three ortho hydroxy Schiff bases 2-(N-methyl-α-iminoethyl)-phenol (I), 2-(N-benzyl-α-iminoethyl)-phenol (II) and 2-(N-benzyl-α-iminopropyl)- phenol (III) were synthesised in which the hydrogen atoms in C-C(H)=N group were replaced by an alkyl substituent.
Syntheses d'aminoalcools-1,3 ou d'aminophenols-1,3 par reduction d'enaminones ou d'iminophenols par les hydrures metalliques. Etude structurale par infrarouge et RMN des aminoalcools-1,3 bisecondaires diastereomeres
Maroni, Pierre,Cazaux, Louis,Tisnes, Pierre,Zambeti,Marianthie
, p. 179 - 186 (2007/10/02)
Enaminones, obtained by reaction of a primary amine with a β-diketone, can take three tautomeric forms: keto-enamine Ia, keto-imine Ib and imino-enol Ic.In general the keto-enamine form Ia is the most stable.Thi
