105998-67-2Relevant academic research and scientific papers
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.
Novel solid-supported dimerization-heteroannulation of chalcones: simple and efficient synthesis of 2,4,6-triaryl-3-methylarylpyridines
Verma, Anil K.,Koul, Summon,Pannu, Ajay P.S.,Razdan, Tej K.
, p. 8715 - 8722 (2008/02/10)
2,4,6-Triaryl-3-methylarylpyridines were obtained, in 60-70% yield, by a novel one-pot solventless solid-supported dimerization-heteroannulation reaction of chalcones and compounds possessing terminal -CONH2 functionality, at 125-135 °C, using immobilized Bi(III) nitrate and Zn(II) chloride as co-catalyst. Initially, chalcones were prepared, in nearly quantitative yield, by a modified aldol condensation, in neutral aqueous medium, in the presence of p-toluenesodium sulfonate.
Self-condensation of chalcone to the 3-benzyl-2,4,6-triphenylpyrylium cation
Marton, Anca L.,Marton, George I.,Drǎghici, Constantin,Balaban, Alexandra T.
, p. 677 - 682 (2007/10/03)
From chalcone and boron trifluoride etherate, the title compound 1 was obtained in 30% yield. A mechanistic hypothesis was advanced to account for this cyclodimerization.
Acid-Induced Dimerization Reactions of N-(Diphenylphosphinyl)-2-propenimines Leading to Pyridine Derivatives
Kakiuchi, Hidetaka,Kobayashi, Tomoshige,Kato, Hiroshi
, p. 2588 - 2589 (2007/10/02)
Treatment of N-(diphenylphosphinyl)-3-aryl-1-phenyl-2-propenimines with p-toluenesulfonic acid in heated xylene provided 4-aryl-2,6-diphenylpyridines and 4-aryl-3-arylmethyl-2,6-diphenylpyridines via an unprecedented dimerization reaction of the 2-propenimine.
Pyrylium Compounds. 30. C-Alkylation of 1,3,5-Triaryl-pentene-1,5-dione Enolates: A Simple Approach to 3-Alkylsubstituted 2,4,6-Triarylpyrylium Salts
Fischer, Gerhard W.
, p. 983 - 997 (2007/10/02)
1,3,5-Triaryl-pentene-1,5-dione enolates (10), obtainable in crystalline form from 2,4,6-triarylpyrylium pseudobases (9) and sodium methoxide in benzene/ether, react in dipolar aprotonic solvents (e.g.DMSO, DMF) with various types of alkyl iodides to give
