100393-43-9Relevant articles and documents
Difunctionalization of Alkenylpyridine N-Oxides by the Tandem Addition/Boekelheide Rearrangement
Xun, Xudong,Zhao, Man,Xue, Jianzhong,Hu, Tao,Zhang, Ming,Li, Guofeng,Hong, Liang
, p. 8266 - 8269 (2019)
A convenient and efficient approach for the difunctionalization of alkenylpyridine N-oxides through the tandem addition/Boekelheide rearrangement has been developed. The C-O and C-X (S, O, Cl) bonds are constructed simultaneously at the α- and β-positions under mild reaction conditions in 100% atom economy, which complements previously reported α- or β-functionalizations.
Synthesis and crystal structures of α-phenyl- and α-trifluoromethyl-α-(2-pyridyl-N-oxide)ethanols and α-phenyl-α-(2-pyridyl-N-oxide)ethylene
Modec, Barbara,Stephan, Michel
, p. 386 - 390 (2011)
The X-ray structures of two α-substituted α-(2-pyridyl-N-oxide) ethanols, the α-phenyl- (3a) and α-trifluoromethyl- (3b) derivatives, were determined. On dehydration of 3a, compound 4a was obtained. This study brought a clear proof that the α-(2-pyridyl-N-oxide)ethanols are formed following oxidation with peroxides of their corresponding pyridines. A different molecular packing was observed for the α-trifluoromethyl derivative due to an additional hydrogen bonding. Compound 3a crystallized in the monoclinic space group P 21/n with unit cell parameters a = 5.7416(1) A, b = 14.3841(4) A, c = 13.2821(3) A, β = 94.918(2)°, V = 1092.90(4) A3, Z = 4, D = 1.308 Mg/m 3. Compound 3b crystallized in the triclinic space group P -1 with unit cell parameters a = 6.1209(2) A, b = 8.1938(4) A, c = 9.4675(4) A, α = 73.363(3)°, β = 73.166(3)°, γ = 71.659(3)°, V = 421.32(3) A3, Z = 2, D = 1.633 Mg/m 3. Compound 4a crystallized in the monoclinic space group P 2 1/n with unit cell parameters a = 9.3579(3) A, b = 12.7340(3) A, c = 9.8579(3) A, β = 117.3249(15)°, V = 1043.63(5) A3, Z = 4, D = 1.255 Mg/m3.
ELECTROPHILIC REACTION OF PYRIDINE, QUINOLINE, ISOQUINOLINE, THEIR N-OXIDES AND THEIR BORON TRIFLUORIDE COMPLEXES THROUGH BASE-INDUCED DEPROTONATION
Tagawa, Yoshinobu,Hama, Kazuya,Goto, Yoshinobu,Hamana, Masatomo
, p. 809 - 816 (2007/10/02)
The comparative studies have been carried out on reactivities of pyridine, quinoline, isoquinoline, and their BF3 complexes, their N-oxides, and their N-oxide-BF3-complexes, towards the electrophilic reaction through α-deprotonation.