Chemistry of tetra-alkoxyethenes. Part VII. Thermal [2 + 2] cyclo-additions with 1-cyanobutadienes
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 14,p. 1538-1543
- https://doi.org/10.1039/p19760001538
Abstract
Acyclic 1-cyanobutadienes (2) having a second electron-withdrawing substituent at C-1 behave towards tetra-alkoxyethenes (1) like equally substituted simple olefins. The normal product is a [2 + 2], not a [4 + 2] cyclo-addition product. The correspondence in reactivity of these electron-poor olefins and butadienes towards the nucleophilic tetra-alkoxyethenes is further exemplified by the similarity of substituent effects on the cycloadditions. A possible explanation is given.Keywords
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