- Lithiation of 2-chloromethylpyridine: Synthesis of 2-oxiranyl pyridines
-
Deprotonation of 2-chloromethylpyridine 1a with lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at -78°C gives a red solution of 2-pyridiylchloromethyllithium 1b, which reacts with carbonyl compounds furnishing oxiranes 2.
- Florio,Troisi
-
p. 3175 - 3178
(2007/10/02)
-
- ELEMENTAL SULFUR REACTIONS WITH 2-PICOLINE
-
A study of the reaction of the elemental sulfur with 2-picoline is reported.The process was carried out at the boiling point of the 2-picoline under argon.After removing unreacted solids, the reaction products were identified by means of LC, GC and GC-MS.The following products have been identified by mass spectrometry: 1,2-di/2-pyridyl/-ethane, 1,2-di/2-pyridyl/-ethene, 2-methyl-x-pyridines, 2-mercapto-methyl--pyridines, 1-mercapto-1,2-di/2-pyridyl/-ethane, 5,6-di/2-pyridyl/-5H-cyclopenta-pyridine, 5,6-di/2-pyridyl/-7H-cyclopentapyridine, 1,2,3-tri/2-pyridyl/-propane, 1,2-di/2-pyridyl/-1--ethane, 5,6-di/2-pyridyl/-7--7H-cyclopentapyridine, 5,6-di/2-pyridyl/-5--5H-cyclopentapyridine, dipyridyl>> sulfide and dipyridyl>> disulfide.
- Gleich, Edward,Warnke, Zydmunt
-
p. 211 - 222
(2007/10/02)
-
- THERMOLYSIS OF SODIUM SALTS OF TOSYLHYDRAZONES OF SOME HETEROCYCLIC ALDEHYDES IN THE PRESENCE OF SILVER CHROMATE: 1,3 NC MIGRATION OF TOSYL GROUP
-
The thermal decompositions of sodium salts of tosylhydrazones of furfural, thiophene-2-aldehyde, 1-methylpyrrole-2-aldehyde, and pyridine-2-aldehyde in the presence of silver chromate gave 2-furyl(p-toluenesulfonyl)methane, thiophene-2-(p-toluenesulfonyl)methane, 1-methylpyrrole-2-(p-toluenesulfonyl)methane, and pyridine-2-(p-toluenesulfonyl)methane, respectively, via 1,3 NC migration of tosyl group.The same type of reactions with sodium salts of tosylhydrazones of thiophene-3-aldehyde, pyridine-3-aldehyde, and pyridine-4-aldehyde also afforded the corresponding p-toluenesulfonylmethanes but the yields were slightly lower comparing to the above cases.
- Saito, Katsuhiro,Ishihara, Hiraku
-
p. 1891 - 1898
(2007/10/02)
-
- Flash Vacuum Pyrolysis of Substituted Pyridine N-Oxides and Its Application to Syntheses of Heterocyclic Compounds
-
Flash vacuum pyrolysis of 2-picoline N-oxide gave 2-picoline, pyridine, 2-ethylpyridine, 2-vinylpyridine, 2-pyridylmethanol, bis(2-pyridyl)methane, 1,2-bis(2-pyridyl)ethane, and 1,2-bis(2-pyridyl)ethylene.These reactions are explained by intermediary participation of the 2-picolyl radical.Flash vacuum pyrolysis of methyl-substituted 2-benzylpyridine N-oxides led to methyl-substituted pyridoindoles or to benzoquinoline in moderate yields.
- Ohsawa, Akio,Kawaguchi, Takayuki,Igeta, Hiroshi
-
p. 3497 - 3503
(2007/10/02)
-
- CONVENIENT METHOD FOR THE PREPARATION OF 2-PHENACYLPYRIDINES
-
2-Phenacylpyridines (3) were prepared from 2-(trimethylsilylmethyl)pyridine (1) and p-substituted benzonitriles (2) (X = H, Cl CH3, OCH3) in high yields (70 ca. 90percent)under a mild condition (LDA/THF, -75 deg C).The method was compared with a reaction of α-picoline with (2) under the same condition.The keto-enol tautomerism of (3) were also discussed by means of the nmr spectra.
- Konakahara, Takeo,Takagi, Yukio
-
p. 393 - 396
(2007/10/02)
-