Method for high-selectivity chemical synthesis of azetidine-condensed spiro-hexadienone
一种化学合成、高选择性的技术,应用在有机化学等方向,能够解决结构复杂、反应条件苛刻、官能团兼容性存在等问题,达到产物收率高、反应条件温和、高选择性的效果
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Embodiment 1
[0010] Example 1 A method for highly selective chemical synthesis of azetidine-fused spirocyclohexadienone.
[0011] With quinone imine monoketal 1a (R 1 = H, R 2 = 4-Me-C 6 h 4 ) (0.001 mol, 0.307 g) and allenyl ester 2 (0.0011 mol, 0.208 g) as starting materials, which were dissolved in 5 mL of toluene and cesium carbonate (Cs 2 CO 3 ) (0.0002mol, 0.065g) after moving to 80 o C reaction, wait for the reaction of quinone imine monoketal 1 to complete (t = 8 hours). Then the solvent was drained and the crude product was separated by column chromatography with eluent gradient elution to obtain the azetidine-fused spirocyclohexadienone derivative 3a.
Embodiment 2
[0012] Example 2 A method for chemically synthesizing azetidine-fused spirohexadienone with high selectivity.
[0013] With quinone imine monoketal 1b (R 1 = 2-Me, R 2 = 4-Me-C 6 h 4 ) (0.001 mol, 0.321 g) and allenyl ester 2 (0.0011 mol, 0.208 g) as starting materials, which were dissolved in 5 mL of toluene and cesium carbonate (Cs 2 CO 3 ) (0.0002mol, 0.065g) after moving to 80 o C reaction, wait for the reaction of quinoneimine monoketal 1 to complete (t = 4 hours). Then the solvent was drained and the crude product was separated by column chromatography with eluent gradient elution to obtain the azetidine-fused spirocyclohexadienone derivative 3b.
Embodiment 3
[0014] Example 3 A method for chemically synthesizing azetidine-fused spirocyclohexadienone with high selectivity.
[0015] With quinone imine monoketal 1c (R 1 = H, R 2 = 4-Ph-C 6 h 4 ) (0.001 mol, 0.369 g) and allenyl ester 2 (0.0011 mol, 0.208 g) were dissolved in 5 mL of toluene and cesium carbonate (Cs 2 CO 3 ) (0.0002mol, 0.065g) after moving to 80 o C reaction, wait for the reaction of quinone imine monoketal 1 to complete (t = 6 hours). Then the solvent was drained and the crude product was separated by column chromatography with eluent gradient elution to obtain the azetidine-fused spirocyclohexadienone derivative 3c.
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