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Synthesis of nitrogen-substituted methylenecyclopropanes by strain-driven overman rearrangement of cyclopropenylmethyl trichloroacetimidates
Citation
Howard, JK and Amin, C and Lainhart, B and Smith, JA and Rimington, J and Hyland, CJT, Synthesis of nitrogen-substituted methylenecyclopropanes by strain-driven overman rearrangement of cyclopropenylmethyl trichloroacetimidates, The Journal of Organic Chemistry, 79, (17) pp. 8462-8468. ISSN 0022-3263 (2014) [Refereed Article]
Copyright Statement
Copyright 2014 American Chemical Society
Abstract
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.
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | cyclopropenes, cyclopropanes |
| Research Division: | Chemical Sciences |
| Research Group: | Organic Chemistry |
| Research Field: | Organic Chemical Synthesis |
| Objective Division: | Expanding Knowledge |
| Objective Group: | Expanding Knowledge |
| Objective Field: | Expanding Knowledge in the Chemical Sciences |
| UTAS Author: | Howard, JK (Mr James Howard) |
| UTAS Author: | Smith, JA (Associate Professor Jason Smith) |
| ID Code: | 98954 |
| Year Published: | 2014 |
| Web of Science® Times Cited: | 12 |
| Deposited By: | Chemistry |
| Deposited On: | 2015-03-10 |
| Last Modified: | 2017-10-25 |
| Downloads: | 0 |
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