吲哚的 C4-直接苄基化反应：串联苄基 Claisen/Cope 重排反应。
Direct C4-Benzylation of Indoles via Tandem Benzyl Claisen/Cope Rearrangements.
机构信息
Faculty of Pharmaceutical Sciences , Health Sciences University of Hokkaido , Ishikari-tobetsu, Hokkaido 061-0293 , Japan.
Faculty of Pharmacy , Musashino University , 1-1-20 Shinmachi , Nishitokyo-shi 202-8585 , Japan.
出版信息
Org Lett. 2019 Feb 1;21(3):826-829. doi: 10.1021/acs.orglett.8b04120. Epub 2019 Jan 23.
A novel direct C4 benzylation of indoles utilizing 2-benzyloxyindoles has been developed to access 4-benzyl-2-oxindoles. This strategy involves the in situ formation of isotoluene intermediates via benzyl Claisen rearrangements, which undergoes Cope rearrangement and aromatization. The method provides the desired products in moderate to high yields and shows good functional group tolerance.
本文开发了一种新颖的直接 C4 苄基化吲哚的方法，利用 2-苄氧基吲哚来制备 4-苄基-2-氧吲哚。该策略涉及通过苄基 Claisen 重排原位形成异甲苯中间体，然后进行 Cope 重排和芳构化。该方法以中等至较高的收率提供所需产物，并显示出良好的官能团耐受性。
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