DBU-Mediated Mild and Chemoselective Deprotection of Aryl Silyl Ethers and Tandem Biaryl Ether Formation
Chang-Eun Yeom, Hye Won Kim, So Young Lee, B. Moon Kim*
*Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Email: kimbmsnu.ac.kr
C.-E. Yeom, H. W. Kim, S. Y. Lee, B. M. Kim, Synlett, 2007, 146-150.
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With either 1.0 or 0.10 equivalent of DBU, smooth desilylation of various aryl silyl ethers was accomplished selectively in the presence of base-sensitive groups such esters and alkyl silyl ethers. A direct transformation of aryl silyl ethers into biaryl ethers was possible through tandem desilylation and SNAr reaction with activated aryl fluorides.
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