The Influence of Boronate Groups on the Selectivity of the Br–Li Exchange in Model Dibromoaryl Boronates

…, J Smętek, M Dąbrowski, J Serwatowski…

文献索引：Durka, Krzysztof; Lulinski, Sergiusz; Smetek, Jaromir; Dabrowski, Marek; Serwatowski, Janusz; Wozniak, Krzysztof European Journal of Organic Chemistry, 2013 , # 15 p. 3023 - 3032

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摘要

Abstract The selectivity of the Br/Li exchange reaction of 6-butyl-2-(2, 5-dibromophenyl)-1, 3, 6, 2-dioxazaborocane (2, 5-Br 2 C 6 H 3 B (OCH 2 CH 2) 2 NBu) and the analogous anionic derivatives, 2, 5-Br 2 C 6 H 3 B (OiPr) 3 Li and 2, 5-Br 2 C 6 H 3 BF 3 K, was investigated using nBuLi as the lithiating reagent. In the case of the former compound there was a slight preference for lithiation at the 5-position. For 2, 5-Br 2 C 6 H 3 B (OiPr) 3 Li, the lithiation ...