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Synthesis of functionally substituted unsymmetrical biaryls via a novel double metal catalyzed coupling reaction

โœ Scribed by Joseph A. Miller; Robert P. Farrell


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
214 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Unsymmetrical biaryls containing "reactive" functional groups (e.g., nitrile or ester groups) can be synthesized in an efficient manner by the direct Ni-or Pd-catalyzed coupling of aryl halides (X = CI, Br, I) with aryl Grignard (or -lithium) reagents, provided that a catalytic amount of a Zn or Cd salt is also present.


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Synthesis of Functionally Substituted Unsymmetrical Biaryls via a Novel Double Metal Catalyzed Coupling Reaction. -The coupling reaction is applicable to a variety of aryl halides, e.g. (I), (IV), (VI) and (IX), containing an activating group. The presence of Zn salts [ZnCl 2 , Zn(OAc) 2 ], ZnEt 2

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Unsymmetrical biaryls bearing electron-donating and electron-withdrawing functional groups have been obtained in an efficient manner by Pd-catalyzed coupling of aryl halides. Aryl bromides react with aryl iodides to yield unsymmetrical biaryls with marked selectivity.