Liquid-Phase Synthesis of Biaryl Compounds by the Hydrogenolysis of Pentaerythritol-Supported Biarylsulfonates

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초록

Unfunctionalized biaryl compounds were parallelly and combinatorially prepared by the traceless hydrogenolysis of biarylsulfonates supported on pentaerythritol. The hydrogenolysis using 2-propylmagnesium chloride in the presence of dppfNiCl(2) efficiently generated corresponding biaryl derivatives without any memory of the support. The strategy using pentaerythritol as a small soluble support was disclosed to have a potential to combine the benefits of both SPOS and solution-phase reaction with fast reaction rate, facile isolation of intermediates, easy analysis of intermediates and atom economical manner. The novel tetrapodal support is expected to be an efficient substitute for polymeric supports in many circumstances.

키워드

Soluble support; Liquid-phase synthesis; Traceless; Parallel synthesis; Combinatorial synthesis; Biaryls; CROSS-COUPLING REACTIONS; SMALL-MOLECULE LIBRARIES; ORGANIC-SYNTHESIS; COMBINATORIAL CHEMISTRY; SOLUBLE SUPPORTS; COMPREHENSIVE SURVEY; GRIGNARD-REAGENTS; DRUG DISCOVERY; RANEY NICKEL; AMINO-ACID
제목
Liquid-Phase Synthesis of Biaryl Compounds by the Hydrogenolysis of Pentaerythritol-Supported Biarylsulfonates
저자
Kim, Chul-Bae; Lee, Sung-Kyung; Park, Kwangyong
DOI
10.5012/bkcs.2010.31.9.2459
발행일
2010-09
유형
Article
저널명
Bulletin of the Korean Chemical Society
권
31
호
9
페이지
2459 ~ 2466

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