有机化学 ›› 1997, Vol. 17 ›› Issue (3): 237-241. 上一篇    下一篇

研究论文

含哒嗪酮的肟醚类化合物的合成

刘天麟;喻爱明;王立坤   

  1. 南开大学元素有机化学研究所
  • 发布日期:1997-06-25

Synthesis of the oxime ethers containing pyridazinones

LIU TIANLIN;YU AIMING;WANG LIKUN   

  • Published:1997-06-25

4, 5-二氯哒嗪酮4与肟在NaH/DMF或者NaOH/acetone的条件下反应, 合成了含哒嗪酮的肟醚类化合物1a-f。4-氯-5(β-溴乙氧基)哒嗪酮3在相转移催化的条件下, 与芳香醛(酮)肟反应得到单一的产物2, 但是和脂肪酮肟反应则生成1和2的混合物。文中讨论了不同亲核试剂及反应条件下对该反应及其区域选择性的影响。

关键词: 肟, 哒嗪酮, 反应条件, 区域选择性, 亲核试剂

Compounds 1a-f were synthesized from 4, 5-dichloropyridazinone 4 under two different conditions (NaH/DMF or NaOH/acetone). The nucleophilic substitution fo 4-chloro-5-(β-bromo-ethoxy)-pyridazinone 3 with aromatic aldehyde (ketone) oximes afforded exclusively the product 2 in the condition of PTC. However, it led to a mixture of 1 and 2 reacting with alphatic ketone oximes. The regioselectivity of the reaction affacted by nucleophiles and reaction conditions was also discussed.

Key words: REACTION CONDITION, PYRIDAZINONE, NUCLEOPHILIC REAGENTS, REGIOSELECTIVITY, OXIME

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