74794-89-1Relevant academic research and scientific papers
Investigation and Application of Amphoteric α-Amino Aldehyde: An in Situ Generated Species Based on Heyns Rearrangement
Li, Guangxun,Tang, Ling,Liu, Hongxin,Wang, Yingwei,Zhao, Gang,Tang, Zhuo
, p. 4526 - 4529 (2016/09/28)
In situ generation of the reactive amphoteric α-amino aldehyde with simple α-hydroxy ketones and phenylamine via Heyns rearrangement was proven to be feasible. Metal-free domino reactions based on this reactive intermediate were effectively used to afford important N-heterocycles including polysubstituted pyrroles, indoles, and quinoxalines conveniently. A simple starting material, water as the only byproduct, and diversity of the useful products will make this method greatly attractive for pharmaceutics.
Direct preparation of thiazoles, imidazoles, imidazopyridines and thiazolidines from alkenes
Donohoe, Timothy J.,Kabeshov, Mikhail A.,Rathi, Akshat H.,Smith, Ian E. D.
, p. 1093 - 1101 (2012/04/04)
A range of heterocycles, namely thiazoles, imidazoles, imidazopyridines, thiazolidines and dimethoxyindoles, have been synthesised directly from alkenes via a two-step ketoidoination/cyclisation protocol. The alkene starting materials are themselves readily accessible using many different and well-established approaches, and allow access to a variety of heterocycles with excellent yields and regioselectivity.
Synthesis of activated 3-substituted indoles: An optimised one-pot procedure
Pchalek, Karin,Jones, Ashley W.,Wekking, Monique M.T.,Black, David StC.
, p. 77 - 82 (2007/10/03)
3-Substituted-4,6-dimethoxyindoles can be synthesised in a one-pot procedure from 3,5-dimethoxyaniline and 2-haloketones in the presence of lithium bromide and sodium bicarbonate. Graphical Abstract.
Investigation of the Bischler Indole Synthesis from 3,5-Dimethoxyaniline
Black, David St.C.,Gatehouse, Bryan M.K.C.,Theobald, Francois,Wong, Laurence C.H.
, p. 343 - 350 (2007/10/02)
Cyclization of the amino ketones (3a,b) derived from 3,5-dimethoxyaniline, and phenacyl bromide and 4-bromophenacyl bromide respectively, afforded 2-arylindoles (8a,b) in preference to 3-arylindoles (7).The 3-(4'bromophenyl)indole (7b) was also isolated i
