5350-12-9Relevant academic research and scientific papers
[2+2] Photodimerization of Stilbazoles Promoted by Oxalic Acid in Suspension
Nguyen, Thanh Binh,Nguyen, Tuan Minh,Retailleau, Pascal
supporting information, p. 4682 - 4689 (2020/04/15)
In this study, a very simple technique to perform efficiently photodimerization of some vinylpyridines is reported. By irradiating a stirred mixture of several stilbazoles with solid oxalic acid dihydrate dispersed in a nonpolar (i.e., cyclohexane) or moderately polar (benzene, dichloromethane, dioxane) solvent, the corresponding dimeric cyclobutane adducts were obtained in high yields and excellent regio- and stereoselectivities. The strategy could also be applied successfully to oily, waxy, or even insoluble stilbazoles. Moreover, the oxalic acid loading could be lowered to substoichiometric amounts. When further optimizations were needed, our strategy was found to be highly flexible to identify other oligocarboxylic acids as alternative additives to improve, or even overturn, the regioselectivity. Oxalic acid and other oligocarboxylic acids were found to be capable of orienting more than 50 stilbazoles toward photodimerization under these conditions.
Synthesis and structural, spectroscopic, and electrochemical characterization of benzo[c]quinolizinium and its 5-aza-, 6-aza, and 5,6-diaza analogues
Jankowiak, Aleksandra,Obijalska, Emilia,Kaszynski, Piotr,Pieczonka, Adam,Young Jr., Victor G.
experimental part, p. 3317 - 3327 (2011/06/17)
Four heterocyclic salts 1a-d were prepared by Ca2+-assisted cyclization of fluoro derivatives 3, and investigated by spectroscopic (NMR and UV), electrochemical, and computational (DFT and MP2) methods. The mechanism for the formation of the ca
Pyridine derivatives
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Page column 12, (2008/06/13)
A compound of formula I wherein X represents an optionally halo-substituted (C2-4)alkynylene group bonded via vicinal unsaturated carbon atoms.
Synthesis and Reactions of Methylbenzoquinolizinium Salts
Arai, Sadao,Arai, Hitoshi,Tabuchi, Kunihisa,Yamagishi, Takamichi,Hida, Mitsuhiko
, p. 215 - 220 (2007/10/02)
Six isomers of the methylbenzoquinozilinium salt 3 including four new monomethyl derivatives were synthesized by thermal-intramolecular quaternization of the cis-methyl-substituted 2-pyridines 4 or by the irradiation of trans-4
Synthesis of Benzoquinolizinium Salts by Photocyclization
Arai, Sadao,Tabuchi, Kunihisa,Arai, Hitoshi,Yamagishi, Takamichi,Hida, Mitsuhiko
, p. 1355 - 1356 (2007/10/02)
The photocyclization of 2--6-methylpyridine and 2-quinoline in acetonitrile afforded new compounds 1-methylbenzoquinolizinium salt and dibenzoquinolizinium salt in 56percent and 41percent yields, respectively.
Kinetic Energy Release and Hammond Postulate During Intramolecular Aromatic Substitution in 2-Stilbazole Ions
Schubert, Ralf,Ramana, Devalla Venkata,Gruetzmacher, Hans-Friedrich
, p. 3758 - 3774 (2007/10/02)
In the mass spectra of 2-stilbazoles 1a - 1g and 3- and 4-stilbazoles (2 resp. 3), C13H10N+ ions, m/z = 180, are formed with high intensities by loss of a H-atom or of a substituent.This is the only fragmentation reaction available to metastable molecular
