The Journal of Organic Chemistry

5, 6-Dihydro-1, 3-oxazines. XXIII. Chemistry of 2-chloromethyloxazines. Formation of phosphoranes and phosphonates. Use of. alpha.,. beta. unsaturated oxazines as …

GR Malone, AI Meyers

文献索引：Malone,G.R.; Meyers,A.I. Journal of Organic Chemistry, 1974 , vol. 39, p. 623 - 628

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被引用次数: 22

摘要

In a collateral experiment, 2 was treated with cyclopropylmagnesium bromidee2HMPA and gave a 35% yield of the 2-cyclopropylmethyloxazine (1, R= CH~-CC~ H~), 48% recovered starting material, and only 17% of the bis (oxaziny1) ethylene 11. This is consistent with the increased s character of the cyclopropyl carbanion whose base strength should lie somewhere between those of an aliphatic and an aromatic Grignard reagent.