3750-07-0Relevant articles and documents
Regioselective Synthesis of V-Shaped Bistriazinyl-phenanthrolines
Coogan, Niall T.,Chimes, Michael A.,Raftery, James,Mocilac, Pavle,Denecke, Melissa A.
, p. 8684 - 8693 (2015/09/15)
A new, regioselective synthesis of V-shaped 2,9-bis(6-(4-halophenyl)-1,2,4-triazin-3-yl)-1,10-phenanthrolines (4XPhBTPhen) ligands was developed, creating access to a simple and reliable synthesis of precursors for future supramolecular actinide complexing systems. Described is a reactant-directed regioselective synthetic method, which was found to be high yielding and reliable and yields exclusively 6,6′-phenyl BTPhen derivatives (including 4-chloro and 4-bromo) in five simple steps. Molecular and crystal structures of PhBTP and PhBTPhen products are fully determined and both were found to be in space group C2/c. Additionally, molecular and crystal structures of Z and E isomers of 2-hydrazono-2-phenylacetaldehyde oxime, a reagent in the synthetic route, reveal existence of strong intramolecular N-H?O hydrogen bonding in the Z isomer explaining its lower solubility in water.
A rapid synthesis of quinoxalines starting from ketones
Padmavathy,Nagendrappa, Gopalpur,Geetha
experimental part, p. 544 - 547 (2011/03/18)
A fast and general synthesis of quinoxalines, performed in two stages or as a one-pot reaction, starting from ketones via their α-hydroxylimino ketone derivatives, and condensation of the latter with 1,2-diaminobenzene under microwave irradiation, is described.
Asymmetric reduction of α-keto aldoxime o -ethers
Bosiak, Mariusz J.,Pakulski, Marcin M.
experimental part, p. 316 - 324 (2011/03/18)
The catalytic asymmetric reduction of -keto aldoxime O-methyl, O-benzyl, and O-trityl ethers, derived from substituted acetophenones, with borane/oxazaborolidines, by transfer hydrogenation, and with yeast, was studied. The reduction with borane/oxazaborolidines produced the corresponding -hydroxy oxime ethers, -hydroxy hydroxylamine ethers, and -amino alcohols in 39-78% yields and up to 77% ee. The carbonyl group was selectively reduced by transfer hydrogenation with formic acid-triethylamine catalyzed by RhCl[(R,R)-TsDPEN](Ce, and also with yeast, producing -hydroxy oxime ethers, up to 75% ee and 93% ee, respectively. Georg Thieme Verlag Stuttgart New York.
Beckmann rearrangement of α-oximinoketones
Kumar, B. N. Hitesh,Prakasam,Srinivasan,Arabindoo, Bhanumathi,Ramana
, p. 963 - 965 (2008/12/23)
The Beckmann rearrangement of α-oximinoketones gives benzoic acids as chief isolable products. Both first order and second order Beckmann rearrangements have been observed. The occurrence of first order Beckmann rearrangement in these oximinocarbonyl compounds is confirmed through the identification of the products obtained.
One-pot synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans
Sheremetev
, p. 1057 - 1059 (2007/10/03)
A "one pot" method for the synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans from β-aryl- and 4-β-hetaryl-β-oxo acid esters was developed.
An efficient route to 5-(hetero)aryl-2,4′- and 2,2′-bipyridines through readily available 3-pyridyl-1,2,4-triazines
Kozhevnikov, Valery N.,Kozhevnikov, Dmitry N.,Shabunina, Olga V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.
, p. 1791 - 1793 (2007/10/03)
A new route to substituted bipyridines based on a new method for the synthesis of substituted 3-pyridyl-1,2,4-triazines and their aza-Diels-Alder reactions is shown to be an efficient strategy for the preparation of structurally diverse bipyridine ligands.
A remarkably simple α-oximation of ketones to 1,2-dione monooximes using the chlorotrimethylsilane-isoamyl nitrite combination
Mohammed, Abdulkarim H.A.,Nagendrappa, Gopalpur
, p. 2753 - 2755 (2007/10/03)
Ketones undergo α-oximation by NOCl formed in situ from Me3SiCl and isoamyl nitrite, either in solution or under solvent-free conditions, to produce 1,2-dione monooximes in excellent yields. The oximation is regiospecific in appropriate cases.
