144040-35-7Relevant academic research and scientific papers
Synthesis of highly N-substituted indole library via conjugate additions of indoline and their synthetic tool potentials
Kilic, Haydar,Bayindir, Sinan,Erdogan, Esra,Saracoglu, Nurullah
experimental part, p. 5619 - 5630 (2012/09/08)
A comprehensive library of N- or 1-substituted indoles was formed by conjugate additions of indoline with Michael acceptors followed by an oxidation step. Using N-substituted indoles as key Michael donors, the synthesis of 1,3-disubstituted indoles was al
Addition of secondary amines to maleamic esters and maleimides
Bergman, Jan,Brimert, Thomas
, p. 48 - 56 (2007/10/03)
Contrary to some literature claims, secondary amines such as piperidine or their acetates do not promote the cyclization of maleanilic esters with activated orthoalkyl groups to form 2-quinolones, but instead they add to the maleic double bond, to produce 3-aminosuccinimides or 3-aminosuccinamic esters, depending on the conditions used. This and similar reactions were studied and also an alternative synthesis of 7-nitro-3-(2-oxo-2-piperidin-1-ylethyl)-3,4-dihydroquinolin-2(1H)-one was achieved utilizing the Schmidt reaction as the key step. Copyright Acta Chemica Scandinavica 1999.
Photoreactions of 2-(N-alkylarylamino) succinimides and related compounds
Ashraf, Syed A.,Hill, John,M'Hamedi, Ahmed,Zerizer, Hafiza
, p. 6747 - 6756 (2007/10/02)
On irradiation (254 nm), 2-(N-methylanilino)-N-phenylsuccinimide (6a) underwent homolysis of the C(2)-N bond to yield fission products N-methylaniline and N-phenylsuccinimide (12), along with the products of ortho- and para-rearrangement 2-[2-(N-methylamino)phenyl]-N-phenylsuccinimide (13) and 2-[4- (N-methylamino)phenyl]-N-phenylsuccinimide (14a) respectively. Similarly, irradiation of 2-(N-methyl- anilino)succinimide (6b) and N-benzyl-2-(N-methylanilino)succinimide (6c) gave N-methylaniline and the corresponding products of para-rearrangement. In contrast, both fission and type II cyclisation photo-products 12 and 17 respectively were formed from N-phenyl-2-(1,2,3,4-tetrahydroquinolin-1-yl)succinimide (16) and only the type II cyclisation product 1-hydroxy-2,7-diphenyl-2,7-diazabicyclo-[3.3.0]octan-3-one (21) was obtained from 2-(N-methylanilinomethyl)-N-phenylsuccinimide (20).
