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Focused ortho‐Lithiation and Functionalization of p‐Bromo‐ and p‐Iodoanisole
European Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2018-08-16 , DOI: 10.1002/ejoc.201800616
D. W. Slocum 1 , John A. Jennings 1 , Thomas K. Reinscheld 1 , Paul E. Whitley 1
Affiliation  

By use of the strategy of ortho‐lithiation, p‐bromoanisole and p‐iodoanisole were ortho‐metalated using ortho‐lithiodimethylbenzylamine as the metalating agent. No halogen exchange was noted during these same conditions. These studies add to the emerging evidence of a hitherto unidentified acidifying effect on the proton(s) ortho‐ to a directing metalation group by both a p‐iodo and a p‐bromo substituent.
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中文翻译:

对溴和对碘苯甲醚的重点邻位锂化和功能化

通过邻位锂化的策略,使用硫代二甲基二甲基苄胺作为金属化剂对对溴茴香醚和碘苯甲醚进行金属化。在这些相同条件下未观察到卤素交换。这些研究增加对质子(S)迄今不明酸化作用的新证据-由既是一个导演金属化组p碘和p溴取代。
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更新日期:2018-08-16
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