Extensive halogen scrambling and buttressing effects encountered upon treatment of oligobromoarenes with bases

F Mongin, E Marzi, M Schlosser

文献索引：Mongin, Florence; Marzi, Elena; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 14 p. 2771 - 2777

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被引用次数: 25

摘要

Abstract As a rule, tri-, tetra-and pentahaloarenes readily undergo ortho-lithiation when treated with amide-type bases. However, halogen migration occurs whenever the substrate contains three or more contiguous halogen atoms, provided that at least one of them is bromine or iodine. Dismutation and reduction processes often take place concomitantly. In this manner, a variety of organometallic intermediates may be formed, the driving force ...