Amides alkynes

Alkynes Amides Silyl ethers Sulfones Phosphines... 

The insecticidally active natural isobutylamides, such as dehydropipercide (60), and their synthons have been synthesized by Pd-catalyzed coupling reactions. For example, the aryl iodide (58) can couple in the dark with the alkynic amide (59) in the presence of a Pd-Cul catalyst in triethylamine to give dehydropipercide (60). 

In another intramolecular cyclization of above type the cyclohexano derivative (159) is obtained through exposure of the alkynic amide (158) to boron trifluoride (Scheme 44) <86JOC3248>. 

By varying the alkyne, amide, and dienophile, a series of multifunctionalized cyclohexenes or even benzene derivatives become available a selection of general structures and individuals is shown in Figure 5.27. 

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