Synthesis of Substituted Naphthalenes via a Catalytic Ring-Expansion Rearrangement

被引:53
|
作者
Glass, Adam C. [1 ]
Morris, Benjamin B. [1 ]
Zakharov, Lev N. [1 ]
Liu, Shih-Yuan [1 ]
机构
[1] Univ Oregon, Dept Chem, Eugene, OR 97403 USA
基金
美国国家科学基金会;
关键词
D O I
10.1021/ol8019617
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new methodology for the preparation of substituted naphthalenes starting from readily available indenones, organometal reagents, and trimethylsilyldiazomethane via a catalytic rearrangement process is described. Hindered biaryl naphthalenes, including triortho-substituted biaryls, can be accessed through our method. Our results are consistent with a mechanism involving a benzobenzvalene intermediate.
引用
收藏
页码:4855 / 4857
页数:3
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