期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 70, 期 4, 页码 1501-1504出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo0483365
关键词
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By treatment with s-BuLi, s-BuLi/TMEDA, or t-BuLi at similar to-78 degreesC, 4-fluoro- and 4-chlorobenzoic acids (1a,b) are metalated preferentially in the position adjacent to the carboxylate. A complete reversal in regioselectivity is observed for 1a when treated with LTMP; a sequential process involving a rapid intraaggregate lithiation through a quasi dianion complex QUADAC is postulated to explain the unusual reactivity of Me2S2 and I-2.
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