Direct Transition-Metal-Free Intramolecular Arylation of Phenols

被引:89
作者
Bajracharya, Gan B. [1 ]
Daugulis, Olafs [1 ]
机构
[1] Univ Houston, Dept Chem, Houston, TX 77204 USA
关键词
D O I
10.1021/ol801897m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct transition-metal-free, base-mediated intramolecular arylation of phenols with aryl halides has been developed. In the presence of 2.5 equiv of t-BuOK in dioxane at 140 degrees C, the intramolecular cyclization of 3-(2-halobenzyloxy)phenols affords 6H-benzo[c]chromenes in high yields. This reaction proceeds by an initial formation of a benzyne intermediate followed by an aromatic sp(2) C-H functionalization (a formal C-H activation) to form the carbon-carbon bond.
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页码:4625 / 4628
页数:4
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