99660-44-3Relevant academic research and scientific papers
New N-substituted tetrahydropyrrole derivative synthesis method
-
Paragraph 0028-0029, (2019/11/13)
The invention provides an amino boron intermediate-mediated synthesis method for preparing N-substituted tetrahydropyrrole derivatives by using aromatic amine and a five-membered oxygen heterocyclic compound as raw materials. According to the present invention, the N-substituted tetrahydropyrrole derivatives are specifically N-aryltetrahydropyrrole and N-aryl 2-methyltetrahydropyrrole, and have the following chemical structure general formulas, wherein Ar is phenyl, 4-methylphenyl, 4-fluorophenyl, 4-chlorophenyl, 2-chlorophenyl, 3-nitrophenyl, 2,4-difluorophenyl, 2,6-dichlorophenyl or 3,5-dichlorophenyl. The present invention discloses the chemical structures and the synthesis method of the compounds.
Boron trifluoride-mediated synthesis of N-aryl-substituted pyrrolidines from tetrahydrofuran and amines
Hu, Shanshan,Huo, Yan,Wang, Zhihong
, p. 1365 - 1368 (2018/01/27)
[Figure not available: see fulltext.] Boron trifluoride-mediated transformation of tetrahydrofuran to corresponding N-aryl-substituted pyrrolidines is conducted under mild reaction conditions, providing a practical synthetic method with reasonable yields. Computational studies confirmed the reaction mechanism involving a fast Lewis acid-assisted ring-opening step, followed by the 7-membered intermediate formation and a ringclosing process as the rate-determining step.
Evidence of reversibility in azo-coupling reactions between 1,3,5-tris(N,N-dialkylamino)benzenes and arenediazonium salts
Boga, Carla,Del Vecchio, Erminia,Forlani, Luciano,Tozzi, Silvia
, p. 8741 - 8747 (2008/03/13)
(Chemical Equation Presented) The reactions between strongly electron-rich aromatic substrates (1,3,5-tris(N,N-dialkylamino)benzenes, neutral carbon super nucleophiles) and diazonium salts produce moderately stable σ complexes (Wheland complexes). The reactivity of Wheland complexes with electrophiles (other diazonium salts, or 4,7-dinitrobenzofuroxan) produces exchange reactions in the electrophilic part: the better electrophile replaces the less powerful electrophile. In the same way, in Wheland complexes with the 1,3,5-tris(morpholinyl)-benzene, the 1,3,5-tris(piperidinyl)benzene replaces the less powerful nucleophile 1,3,5-tris(morpholinyl)-benzene. Evidence is reported here indicating that for the title system the reaction of the attack of the electrophilic reagent producing Wheland complexes is a reversible process. The final products of the diazo-coupling reactions undergo a further attack of some diazonium salts. From the final products of the double diazo-coupling reactions (diazo compounds), we collected evidence that is a clear instance of complete reversibility of the diazo-coupling reaction.
Nickel-catalysed sequential amination of aryl- and heteroaryl di- and trichlorides
Desmarets, Christophe,Schneider, Rapha?l,Fort, Yves
, p. 7657 - 7664 (2007/10/03)
Unsymmetrical 1,3-diaminobenzenes and diaminopyridines were efficiently prepared by reaction of 3-chloroanilines and chloroaminopyridines with amines via a nickel-catalysed amination. The Ni/2,2′-bipyridine catalyst is also effective for the sequential am
