Selective halogen-lithium exchange in some secondary and tertiary (bromophenyl) alkyl halides

…, CK Bradsher, DC Reames

文献索引：Parham, William E.; Bradsher, Charles K.; Reames, David C. Journal of Organic Chemistry, 1981 , vol. 46, # 23 p. 4804 - 4806

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被引用次数: 25

摘要

Hauser et al. ll When treated with butyllithium at-100" C, 8b readily underwent brominelithium exchange of the bromine on the benzene ring, but the resulting organolithium reagent (9b), unlike 9a, did not appear to cyclize at-100" C. When temperature was allowed to rise to 20" C and maintained there for 3 h, 1-methylindan (lob) was produced in a yield of 46%. 12 This is in contrast to a yield of 82% of indan (loa), after 15 min at-100" ...