Suzuki Reactions of Secondary Alkyl Chlorides Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic Acids
Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic Acids
J. Am. Chem. Soc., 128 (16), 5360 -5361, 2006. 10.1021/ja0613761 S0002-7863(06)01376-X
Web Release Date: April 1, 2006
Gegory Fu and his group at MIT continue to make progress in the metal catalyzed coupling of unactivated halides with boron reagents. In this case, primary and secondary chlorides can be made to react with arylboronic acids in good yields (66-92%) using 1,2-amino alcohols instead of the more typical bipyridine ligands. The best performing amino alcohol in this article is prolinol. One of the key advantages of this system is that the reagents are air-stable (NiCl2-Glyme) and readily available. Since a wide variety of amino alcohols are known, it will be interesting to see what others will be reported to work in the future.
Technorati Tags: nickle catalyst, Suzuki reaction
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