posted on 2024-11-15, 00:08authored byJames K Howard, Chintan Amin, Brendan Lainhart, Jason A Smith, Jack Rimington, Christopher HylandChristopher Hyland
Nitrogen-substituted methylenecyclopropanes have been prepared by a strain-driven Overman rearrangement of cyclopropenylmethyl trichloroacetimidates. The reaction proceeds at room temperature and without the need of a transition-metal catalyst. Furthermore, it has been shown that C-3-substituted cyclopropenylmethyl trichloroacetimidates undergo a hydrolytic ring-opening reaction to form allenylcarbinols.
History
Citation
Howard, J. K., Amin, C., Lainhart, B., Smith, J. A., Rimington, J. & Hyland, C. J. T. (2014). Synthesis of nitrogen-substituted methylenecyclopropanes by strain-driven overman rearrangement of cyclopropenylmethyl trichloroacetimidates. Journal of Organic Chemistry, 79 (17), 8462-8468.