164398-38-3Relevant academic research and scientific papers
Iron-Catalyzed Intramolecular Aminations of C(sp3)?H Bonds in Alkylaryl Azides
Alt, Isabel T.,Guttroff, Claudia,Plietker, Bernd
supporting information, p. 10582 - 10586 (2017/08/22)
The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of unactivated C(sp3)?H bonds in alkylaryl azides, which results in the formation of substituted indoline and tetrahydroquinoline derivatives.
[Fe(F20TPP)Cl] catalyzed intramolecular C-N bond formation for alkaloid synthesis using aryl azides as nitrogen source
Liu, Yungen,Wei, Jinhu,Che, Chi-Ming
supporting information; experimental part, p. 6926 - 6928 (2010/11/16)
The syntheses of alkaloids including indoles, indolines, tetrahydroquinolines, dihydroquinazolinones and quinazolinones have been accomplished in moderate to excellent yields via [Fe(F20TPP)Cl] catalyzed intramolecular C-N bond formation using aryl azides as nitrogen source.
Reactivities of Nitrenes Generated by Photolysis of 2-(ω-Phenylalkyl)phenyl Azides
Murata, Shigeru,Yoshidome, Ryuichi,Satoh, Youji,Kato, Noriyasu,Tomioka, Hideo
, p. 1428 - 1434 (2007/10/02)
In order to investigate the reactivity of a photolytically generated arylnitrene with an intramolecular CH bond, the photochemistry of 2-(ω-phenylalkyl)phenyl azides (1a-d) was examined.Irradiation of 1 in solution revealed that the insertion of the nitrene into an adjacent CH bond to give cyclic compounds 4 and 5 occurs favorably only when a reactive CH bond, such as benzylic, is located close to the nitrenic center.This process can compete with the formation of products derived from triplet nitrene, but not with the capture of didehydroazepine by DEA.On the other hand, irradiation of 1b in an Ar matrix at 12 K gave a mixture of the CH insertion product 4b and the didehydroazepine 15.The origin of the difference in reactivity of the nitrene observed in solutions and in matrix, and the spin state of the nitrene involved in the CH insertion reaction, are discussed.
