Rhodium-catalyzed addition of arylboronic acids to isatins: an entry to diversity in 3-aryl-3-hydroxyoxindoles.
نویسندگان
چکیده
[reaction: see text] 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.
منابع مشابه
Rhodium-Catalyzed Addition of Arylboronic Acids to N-Sulfonyl Aldimines
The addition of arylboronic acids, ArB(OH)2, to N-phenylsulfonyl aldimines, RCH=NSO2Ph (R=alkyl, aryl, 1-alkenyl), giving R(Ar)CHNHSO2Ph was carried out at 95 °C in the presence of a rhodium catalyst. [Rh(cod)(MeCN)2]BF4 (3 mol%) was found to be the best catalyst for aryl aldimines and Rh(acac)(coe)2/i-Pr3P for alkyl and 1-alkenyl aldimines. The analogous reactions of arylboronic esters, such a...
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عنوان ژورنال:
- Organic letters
دوره 8 13 شماره
صفحات -
تاریخ انتشار 2006