Shen Dalong, Cao Dehai, Bai Peiyuan, Liu Zhenxing
College of Chemistry, Zhengzhou University, Zhengzhou 450001, Henan, China.
J Org Chem. 2024 Aug 16;89(16):11818-11825. doi: 10.1021/acs.joc.4c01370. Epub 2024 Jul 27.
A Mn(II)-catalyzed Markovnikov hydroiodination of terminal aryl alkynes with TMSI as the iodination reagent has been developed. Cheap Mn(OAc)·4HO was employed as the catalyst. Twenty-five aryl alkynes (including two internal alkynes) were successfully transformed into their α-iodide styrene derivatives, including those natural product-based alkynes and poly alkynyl benzenes. The reaction has good chemoselectivity of alkynes over alkenes, which enabled the tolerance of olefin in the substrate. Gram-scale synthesis was also conducted.
已开发出一种以TMSI为碘化试剂、由Mn（II）催化的末端芳基炔烃的马氏氢碘化反应。使用廉价的Mn（OAc）·4H₂O作为催化剂。25种芳基炔烃（包括两种内炔）成功转化为它们的α-碘代苯乙烯衍生物，包括那些基于天然产物的炔烃和多炔基苯。该反应对炔烃具有优于烯烃的良好化学选择性，使得底物中的烯烃能够耐受。还进行了克级规模的合成。
