53217-56-4Relevant academic research and scientific papers
Radical C?N Borylation of Aromatic Amines Enabled by a Pyrylium Reagent
Chabbra, Sonia,Cornella, Josep,Leutzsch, Markus,Ma, Yuanhong,Niski, Jan,Pang, Yue,Reijerse, Edward J.,Schnegg, Alexander
supporting information, (2020/03/23)
Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)?N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reacti
Boron Trifluoride as a Cyclodehydrating Agent: Synthesis of Nitrogen Heterocycles via Pyrylium Tetrafluoroborates
Elshafie, Sayed M. M.
, p. 427 - 428 (2007/10/02)
Pyrylium cations (1-12,Z = O+) have been prepared in high yields by the interaction of chalkones (in slight excess) and different ketones using BF3-etherate as cyclodehydrating agent or from 1,5-diketones in the presence of HBr and chalkone as hydrogen abstractor.The pyrylium cations have been converted into the corresponding nitrogen heterocycles (1-12;Z=N).
The Synthesis and Reactions of Sterically Constrained Pyrylium and Pyridinium Salts
Katritzky, Alan R.,Thind, Sukhpal S.
, p. 1895 - 1900 (2007/10/02)
Efficient syntheses are developed for several pyrylium cations with substitution patterns more sterically demanding than 2,4,6-triphenyl and these are examined as reagents for the conversion of primary amino into a leaving group.The 2-mesityl-4,6-diphenyl derivative did not react smoothly with amines.The 2,6-di-t-butyl-4-phenyl-pyrylium cation gave the corresponding pyridinium derivatives, but they resisted nucleophilic attack. 2-t-Butyl-4,6-diphenylpyridinium cations suffer nucleophilic attack with about the same ease as the 2,4,6-triphenyl analogues.Dihydrobenzopyrylium (6) and tetrahydrodibenzoxanthylium cations (7) gave pyridinium cations which underwent much easier nucleophilic attack: thus they alkylate xanthate anion in ethanol solution and acetate anion in acetic acid.
