环丙基酮或环丙基亚胺在Lewis酸催化下重排为二氢呋喃或二氢吡咯的。加热或光照条件下也可引发此反应。
反应机理
反应操作
2-Methyl-3-phenyl-1-pyrroline (5).To stirred imine 3 (4.15 g) in 10 mL dry ether was added gradually 30 mL of a sat ethereal solution of HCl under N2 to give a precipitate. The ether was evaporated at 60 C. The residue was rapidly heated to 140 C and stirred for 10 min. The product (yellow) was leached with dil HCl and washed well with ether. Basification of the aq layer and ether extraction
afforded 2.32 g (56%) of 5, bp 58–60 C.
相关文献
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2 Wilson CL J Am Chem Soc 1947 69 3002
3 Stevens RV J Am Chem Soc 1968 90 5576
4 Alonso ME J Org Chem 1980 45 4532
5 Hudlicky T Org React 1986 33 247
6 Sampedro D J Org Chem 2005 70 6976
7 Shi M J Org Chem 2005 70 8645
8 Ma S Pure Appl Chem 2008 80 695
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