Rhodium-catalyzed addition of arylboronic acids to isatins: An entry to diversity in 3-aryl-3-hydroxyoxindoles

被引:178
作者
Toullec, Patrick Y.
Jagt, Richard B. C.
de Vries, Johannes G.
Feringa, Ben L.
Minnaard, Adriaan J.
机构
[1] DSM Res & Patents, Life Sci Adv Synth & Catalysis, NL-6160 MD Geleen, Netherlands
[2] Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
关键词
D O I
10.1021/ol0608101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general method for the catalytic 1,2-addition of aryl and alkenyl boronic acids to isatins is described using a rhodium(I)/triphenylphosphite catalyst. The application of this transformation allows the synthesis of a variety of 3-aryl-3-hydroxyoxindole building blocks in high yields. An enantioselective version of this reaction using a rhodium(I)/phosphoramidite system is also presented.
引用
收藏
页码:2715 / 2718
页数:4
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