30481-05-1Relevant academic research and scientific papers
Synthesis and microbicidal activity of substituted 1,2,3-triazoles having amide and hydroxy functionality
Kaushik,Luxmi, Raj
, p. 2149 - 2153 (2017)
A series of 1,4-disubstituted 1,2,3-triazoles was designed and synthesized from hydroxy terminal alkynes and 2-azido-N-substituted Nphenylpropanamides. All the synthesized substituted triazoles were characterized by spectral techniques (FT-IR, 1H NMR, 13C
Visible-Light-Driven Aryl Migration and Cyclization of α-Azido Amides
Liang, Siyu,Wei, Kaijie,Lin, Yajun,Liu, Tuming,Wei, Dian,Han, Bing,Yu, Wei
supporting information, p. 4527 - 4531 (2021/06/28)
This paper reports two new visible-light-promoted radical reactions of α-azido amides. By catalysis of [Ir(ppy)2(dtbbpy)]PF6 with i-Pr2NEt as the reducing agent, N-aryl α-azido tertiary amides were first converted to the corresponding aminyl radicals through reduction of the azido group; the aminyl radicals then underwent N-to-N aryl migration to give α-anilinyl-functionalized amides. α-Azido secondary amides, on the other hand, reacted with the solvent ethanol and i-Pr2NEt to afford the imidazolinone products.
Iron-Catalyzed 1,4-Phenyl Migration/Ring Expansion of α-Azido N-Phenyl Amides
Wei, Kaijie,Liang, Siyu,Yang, Tonghao,Yu, Wei
supporting information, p. 8650 - 8654 (2021/11/13)
Herein, we report a novel iron-catalyzed skeleton rearrangement of alkyl azides. Upon treatment with FeCl2 and N-heterocyclic carbene SIPr·HCl in the presence of H2O and Et3N, 2-azido-N,N-diphenylamides underwent 1,4-phenyl migration and ring expansion to give azepin-2-ones in good yield. The reaction proceeds via intramolecular nitrene cycloaddition followed by C-N cleavage, water addition, and electrocyclic ring opening.
