SUZUKI COUPLING MODIFIED

D. O., Micro-reactor synthesis synthesis of cyanobiphenyls using a modified Suzuki coupling of an aryl halide and aryl boronic acid, in Ehefeld, W. (Ed.), Microreaction Technology 3rd International Conference on Microreaction Technology, Proc. of... 

A modified Suzuki coupling by Styring (see original citation in [6]) was applied in the micro reactor. Such Suzuki couplings usually have high selectivity for formation of carbon-to-carbon bonds however, they suffer from the problem of catalyst degradation and loss into the product solution. 

Aiylisoquinolines can be prepared by Suzuki coupling of the 4-bromoderivatives <99JOC1407>. This methodology was used in the synthesis of dinapsoline. A synthesis of 4-alkylcarbonylmethylidene isoquinolines was reported using a modified Jones oxidation and alkene acylation conditions <99H(51)2311>. 

The optically active y-lactam can be easily modified. It is possible to introduce different substituents at C3 by standard palladium catalyzed Suzuki coupling, Sonogashira coupling, or Negisi coupling reactions (Scheme 10.28) [36],... 

Alternatively, coupling of the boronic acid from 236 gives 242 that can be modified by elec-trophilic substitution afterwards and further Suzuki coupling used to give analogues36... 

Modified Suzuki coupling. Aryl bromides are converted into ethynylarenes by treatment with sodium acetylide in the presence of trimethyl borate and a catalytic amount of (dppf)PdCl2. 

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