57397-97-4Relevant academic research and scientific papers
Highly chemo- and regioselective allylic substitution with tautomerizable heteroarenes
Kumar, Dinesh,Vemula, Sandeep R.,Cook, Gregory R.
, p. 4300 - 4306 (2015/08/11)
Tautomerizable heteroarenes, bearing multiple interconvertible nucleophilic centers exhibit high chemo- and regioselective allylation irrespective of allylating agents used under Pd-catalysis. The achieved selectivity may be attributed to the dominant lactam form of heteroarenes and Pd-catalyzed intramolecular allylic substitution. A generalized green protocol for chemo- and regioselective allylation of biologically relevant heteroarenes with allyl alcohols in dimethyl carbonate (DMC) as solvent was developed. Excellent selectivity was observed during intermolecular competition study demonstrating the differential nucleophilicity of tautomerizable heteroarenes and differential allyl palladium forming ability of a variety of allyl alcohols.
Synthesis of 1-substituted 4(1H)-quinazolinones under solvent-free conditions
Wang, Yao,Zhang, Mei,Cao, Shengli,Lin, Huihui,Gao, Man,Li, Zhongfeng
, p. 2715 - 2727 (2012/07/14)
(Chemical Equation Presented) Heating a mixture of 2-(N-alkylamino)benzoic acids, triethyl orthoformate, and ammonium acetate under solvent-free conditions generated 1-substituted 4(1H)- quinazolinones in 73-99% yields. Moreover, a possible reaction pathway was proposed. Copyright Taylor & Francis Group, LLC.
Palladium-catalyzed mono- N -allylation of unprotected anthranilic acids with allylic alcohols in aqueous media
Hikawa, Hidemasa,Yokoyama, Yuusaku
experimental part, p. 8433 - 8439 (2011/12/03)
Palladium-catalyzed N-allylation of anthranilic acids 1a-j with allyl alcohol 2a in the presence of Pd(OAc)2, sodium diphenylphosphinobenzene-3-sulfonate (TPPMS) in THF-H2O at room temperature gave only mono-N-allylated anthranilic a
Efficient copper-catalyzed synthesis of N-alkylanthranilic acids via an ortho-substituent effect of the carboxyl group of 2-halobenzoic acids at room temperature
Zeng, Liang,Fu, Hua,Qiao, Renzhong,Jiang, Yuyang,Zhao, Yufen
supporting information; experimental part, p. 1671 - 1676 (2011/02/25)
We have developed an efficient copper-catalyzed method for the synthesis of N-alkylanthranilic acids. The protocol uses inexpensive copper(I) iodide/racemic 1,1'-binaphthyl-2,2'-diol (rac-BINOL) as the catalyst/ligand system, readily available 2-halobenzoic acids and aliphatic amines as the starting materials, the coupling reactions were performed at room temperature, and various functionalities in the substrates were tolerated.
Zinc Mediated Allylation of Azides: A Novel Method for the High Yield Preparation of N-Allylamines
Kumar, H. M. Samapath,Anjaneyulu, S.,Reddy, B. V. Subba,Yadav, J. S.
, p. 551 - 552 (2007/10/03)
A quick and efficient approach for mono N-allylamines has been developed by the reaction of allyl zinc reagent with alkyl and aryl azides in DMF. - Keywords: azides; zinc; DMF; allylamine
The Chemistry of 2H-1,3-Benzoxazine-2,4-(1H)dione (Isatoic Anhydride). 8. A One Step Synthesis of the Quinindoline Ring System and Related Compounds
Coppola, Gary M.
, p. 1785 - 1787 (2007/10/02)
The reaction between N-substituted isatoic anhydrides and the carbanion generated from 3-methylthiooxindole to produce the quinindoline ring skeleton is discussed.Analogous reactions of azaisatoic anhydride 6 and tricyclic anhydride 8 produces the 4-aza analog 7 and pentacycle 9.Some spectral data is also described.
