Rhodium-Catalyzed Addition of Arylboronic Acids to N-Sulfonyl Aldimines
نویسندگان
چکیده
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 as 1,2-ethanediol and 1,3-propanediol ester, yielded the addition products in the presence of two equivalents of Et3N.
منابع مشابه
Rhodium-Catalyzed Enantioselective Arylation of Aliphatic Imines.
Chiral rhodium(I)-catalyzed highly enantioselective arylation of aliphatic N-sulfonyl aldimines with arylboronic acids has been developed. This transformation is achieved by the use of a rhodium/bis(phosphoramidite) catalyst to give enantiomerically enriched α-branched amines (up to 99 % ee). In addition, this system enables efficient synthesis of (+)-NPS R-568 and Cinacalcet which are calcimim...
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