Copper carbene migratory insertion

A new method for the synthesis of furan-substituted allenes via Cu(I)-catalyzed coupling of conjugated ene-yne-ketones with terminal alkynes was developed. A copper carbene migratory insertion was proposed as the key step in this transformation, with conjugated ene-yne-ketones as carbene precursors (14OL4082). 

A three-component cross-coupling of A-tosylhydrazones, terminal alkynes and allyl halides yields allyl allenes, using copper(I) catalysis a copper carbene migratory insertion is proposed. 27... 

A(-Iminopyridinium yhdes (62) undergo direct C-H bond alkylation by cross-coupling with A(-tosylhydrazones, using unhganded copper(I) iodide and hthium t-butoxide. DFT calculations suggest a Cu carbene migratory insertion. Direct Cu carbene C-H insertion was ruled out by a diphenyldiazomethane control reaction which only gave (63) if the requisite base was present (the direct carbene process does not need base). 

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See also in sourсe #XX -- [ ]

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