有机锡催化γ-甲酰基烷基腈异构化成吡啶酮的反应

The Isomerization of γ-Formoyl Nitriles to Pyridones Catalyzed by Organotin

本文首次以醛与二乙胺反应合成烯胺,后者与丙烯腈反应生成相应的γ-甲酰基烷基腈.新发现在有机锡存在下,γ-甲酰基烷基腈能以较高的收率异构化成5-烷基-3,4-二氢-2-吡啶酮.通过元素分析,IR,1HNMR和MS确定了新化合物的结构.对三种有机锡（BuSnO3/2,cat·1;Bu2SnO,cat.2;Bu3SnF,cat.3）的催化活性进行了比较并从催化剂用量、反应温度和反应时间等方面重点考察了BuShO3/2的催化活性.通过比较可知有机锡比无水氯化氢和氧化铝能更好地催化这一反应.

The enamines were prepared by condensation of aldehydes with Et_2NH for the first time and reacted with CH_2=CH-CN to give corresponding γ-formoyl nitriles. It was discovered by the auther that γ-formoyl nitriles could isomerizate to 5-alkyl-3, 4-dihydro-2-pyridones with high yield in the presence of organotin. The structures of new compounds were comfirmed by elemental analysis, IR, ~1H NMR and MS. The catalytic activlty of three kinds of organotin(BuSnO_(3/2), cat. 1; Bu_2SnO, cat. 2; Bu_3SnF, cat. 3) were compared. The cat. 1 was studied in catalyst quantity used, reaction temperature and reaction time. The results indicated that through compared as catalyst, Organotins were better than alumina or anhydrous hydrochloride for the isomerization of γ-formoyl nitriles.