Department of Chemistry, Malaviya National Institute of Technology (MNIT), Jaipur-302 017, India. skashyap,
Org Biomol Chem. 2018 Feb 28;16(9):1508-1518. doi: 10.1039/c7ob03076b.
An efficient and highly chemoselective iodination of alkynes using a sulfonium iodate(i) electrophilc reagent under metal-free conditions has been realized. The reactivity of sulfonium iodate(i) salt could be significantly diverse in the presence of water as the solvent, enabling the (E)-1,2-diiodoalkenes stereospecifically. This stereodivergent approach is amenable to a wide range of alkyne substrates and demonstrates a diverse functional group tolerance resulting in synthetically valuable 1-iodoalkyne and (E)-vicinal-diiodoalkenes in good to excellent yields (up to 99%) with 100% selectivity under ambient conditions.
一种高效、高选择性的碘代炔烃的方法，使用亚硫酸氢碘盐(i)作为亲电试剂，在无金属条件下实现。在水作为溶剂的存在下，亚硫酸氢碘盐(i)盐的反应性可以显著多样化，从而使(E)-1,2-二碘烯烃具有立体特异性。这种立体发散的方法适用于广泛的炔烃底物，并展示了对各种官能团的容忍度，导致具有合成价值的 1-碘炔烃和(E)-偕二碘烯烃以良好至优异的收率(高达 99%)和 100%的选择性在环境条件下。
