Kondrat’eva吡啶合成反应
【Tetrahedron 1967,23, 943-955 】
反应机理
反应实例
A solution containing 0.1 g N-(4-methyloxazol-2-yl)-N-(pent-4-enyl)acetamide(0.5 mmol) and 0.06 g DBU (0.4 mmol) in 2 mL toluene in a sealed tube under an argonatmosphere was heated at 180◦C for 20 h. Then the solvent was removed under reducedpressure, and the residue was purifified by flflash silica gel chromatography to give 0.3 g1-acetyl-7-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine as a pale yellow oil, in a yield of39%. (Note: It requires 0.842 g starting material to afford 39% naphthyridine derivative ina yield of 39%, but it was stated as 0.1 g in the original article.)
【J. Org. Chem., 1999, 64, 3595.】
A solution of 0.15 g oxazole alcohol (0.41 mmol) and 0.05 g DBN (0.41 mmol) in 60 mLanhydrous o-dichlorobenzene was deoxygenated with argon for 45 min. The mixture washeated at 150◦C under an argon atmosphere for 1.5 h and then cooled to room temperature.Upon removal of solvent in vacuo, the residue was purifified by flflash chromatography usingMeOH/EtOAc (1:49) as the eluent to afford 0.10 g pyridine alcohol as a pale yellow oil, ina yield of 71%.
【J. Org. Chem., 1989, 54, 5580】
【J. Org. Chem. 1977, 42, 2039-2040 】
【J. Org. Chem. 1984, 49, 4325-4332 】
【Tetrahedron Lett. 2000，41，10251-10255 】
参考资料
Wang, Zerong (2010). Comprehensive Organic Name Reactions and Reagents || Kondrat'eva Pyridine Synthesis. 1668-1671.
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