Journal of the American Chemical Society

Light-induced reaction of bromine with trialkylboranes in the presence of water. A remarkably simple procedure for the union of two or three alkyl groups to produce …

HC Brown, CF Lane

文献索引：Lane,C.F.; Brown,H.C. Journal of the American Chemical Society, 1971 , vol. 93, p. 1025 - 1027

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被引用次数: 3

摘要

The much simpler product realized by brominating triethylborane (and similar trialkylboranes containing primary alkyl groups) in the presence of water is evidently the result of a rapid rearrangement of the initial bromination product 5 into the borinic acid 8. The tertiary CY hydrogen of the sec-butyl group undergoes preferential bromination (10). This rearranges to 1 which is oxidized to product 3 (eq 10).