Direct Formation and Reactions of Allylic Thienyl-Based Organocopper Reagents

Klein, W. R.; Rieke, Reuben D.

doi:10.1080/00397919208021663

Cited by 14 publications

(1 citation statement)

References 19 publications

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“…In more recent work, Rieke and co-workers have studied the reduction of other copper salts to produce an activated copper. These include the reduction of lithium 2-thienylcyanocuprate, the 2 equiv reduction of Cu(I) complexes to form copper anion complexes, and the low-temperature reduction of CuCN· 2 LiBr . Each of these methods will produce an activated form of copper, although the degree of reactivity and general synthetic utility for each of these approaches varies considerably.…”

Section: Introductionmentioning

confidence: 99%

Carboxylation and Esterification of Functionalized Arylcopper Reagents

et al. 2005

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Functionalized arylcopper reagents have been produced in good yields at 25 degrees C from activated copper and the corresponding functionalized aryl iodides without the need of traditional organolithium or Grignard precursors. These organocopper compounds will undergo carboxylation with CO(2) to form the corresponding copper benzoates. In turn, these salts can be acidified to produce the functionalized aryl acids or treated with appropriate alkyl halides in the presence of a dipolar aprotic solvent to generate the corresponding aryl esters. This methodology permits the formation of functionalized organic acids and esters that could not be generated by the carboxylation of organomagnesium compounds.

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Section: Introductionmentioning

confidence: 99%