Hypervalent iodine alkynylating reagents enable electrophilic alkynylation of various nucleophiles. Their unique umpolung reactivity is expedient to access heteroatom-substituted alkynes which have been challenging to synthesize. Alkynylation of thiols with R-EBX is remarkably efficient and practical to provide the corresponding thioalkynes with excellent chemoselectivity. In addition, the reaction mechanism was examined using DFT calculations.
2015 社団法人 有機合成化学協会