溴丙二腈和酮在碘盐存在下先形成二氰基烯烃中间体，另一分子溴丙二腈接着对中间体进行Michael加成得到四氰基环丙烷。

反应实例

Tetracyanocyclopropane (7). To 7.7 g (0.06 mol) of ketone 6 and 8.7 g (0.06 mol) of 1 in 40 mL EtOH was added slowly at r.t. 21 g (0.13 mol) of KI in 60 mL water. After 5 h of stirring, filtration, rinsing the solid with cold EtOH (50 mL) and crystallization from CHCl3 afforded 4.7 g (65%) of 7, mp 133–134 ℃(dec).

【Hall HK, Macromolecules, 1991, 24, 17】

相关文献

1 Widequist S Arkiv Kemi Mineral Geolog 1937 12A (22)

2 Widequist S Arkiv Kemi Mineral Geolog 1945 208 12(4)

3 Scribner RM J Org Chem 1960 25 1140

4 Hart H J Org Chem 1963 28 1220

5 Hart H J Am Chem Soc 1963 85 1161

6 Hart H J Org Chem 1966 31 2784

7 Hall HK Macromolecules 1991 24 17

8 Taylor RJK Synthesis 2008 3279

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 518.