580-35-8Relevant articles and documents
Carbon-Nitrogen Bond Cleavage in ?-Radicals derived by Reduction of N-Benzyl- and N-Allyl-pyridinium Salts
Grimshaw, James,Moore, Shirley,Thompson, Norris,Trocha-Grimshaw, Jadwiga
, p. 783 - 784 (1983)
Certain 1-alkyl-2,4,6-trisubstituted pyridinium salts form ?-radicals by electrochemical reduction which are stable in dimethylformamide on the time scale of cyclic voltammetry, whereas the corresponding 1-benzyl and 1-allyl compounds undergo carbon-nitrogen bond cleavage at measured rates which are dependent on the size of the 2,6-substituents.
I2-Promoted Condensation/Cyclization of Aryl Methyl Ketones with Anilines for Facile Synthesis of 1,2,4-Triarylpyrroles
Hui, Xu,Wang, Fang-Jian,Ming, Xin,Zhang, Ze
, p. 925 - 929 (2016)
A novel iodine-mediated cascade condensation-cyclization of aryl methyl ketones with anilines has been successfully developed. According to this strategy, a variety of 1,2,4-triarylpyrroles were straightforwardly synthesized in moderate to good yields from very simple and readily available starting materials. A tentative reaction mechanism is presented. A novel iodine-mediated cascade condensation/cyclization of aryl methyl ketones with anilines has been successfully developed. According to this straightforward strategy, a variety of 1,2,4-triarylpyrroles were synthesized in moderate to good yields from very simple and readily available starting materials.
TMSOTf-mediated Kr?hnke pyridine synthesis using HMDS as the nitrogen source under microwave irradiation
Chan, Chieh-Kai,Chung, Yi-Hsiu,Wang, Cheng-Chung
, p. 8263 - 8273 (2022/04/07)
An efficient protocol for the preparation of pyridine skeletons has been successfully developed involving the TMSOTf/HMDS (trifluoromethanesulfonic acid/hexamethyldisilane) system for the intermolecular cyclization of chalcones under MW (microwave) irradiation conditions. This method provides a facile approach to synthesize 2,4,6-triaryl or 3-benzyl-2,4,6-triarylpyridines in good to excellent yields. Interestingly, the 2,6-diazabicyclo[2.2.2]oct-2-ene core was obtained by changing the acid additive to Sn(OTf)2, and the desired product was also confirmed using X-ray single-crystal diffraction analysis.
Convenient one-pot synthesis of 1,2,4-oxadiazoles and 2,4,6-triarylpyridines using graphene oxide (GO) as a metal-free catalyst: Importance of dual catalytic activity
Basak, Puja,Dey, Sourav,Ghosh, Pranab
, p. 32106 - 32118 (2021/12/02)
A convenient and efficient process for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles and 2,4,6-triarylpyridines has been described using an inexpensive, environmentally benign, metal-free heterogeneous carbocatalyst, graphene oxide (GO). GO plays a dual role of an oxidizing agent and solid acid catalyst for synthesizing 1,2,4-oxadiazoles and triarylpyridines. This dual catalytic activity of GO is due to the presence of oxygenated functional groups which are distributed on the nanosheets of graphene oxide. A broad scope of substrate applicability and good sustainability is offered in this developed protocol. The results of a few control experiments reveal a plausible mechanism and the role of GO as a catalyst was confirmed by FTIR, XRD, SEM, and HR-TEM analysis.