Selectfluor-Promoted Reactions of Aryl Methyl Ketones with Dimethyl Sulfoxide to Give 2,5-Diacylthiophenes and β‑Acyl Allylic Methylsulfones

In this paper, a convenient synthesis of 2,5-diacylthiophenes
and
β-acyl allylic methylsulfones from aryl methyl ketones with
dimethyl sulfoxide (DMSO) through Selectfluor-promoted cascade cyclization
and cross-coupling reactions by simple solvent modification is described.
This method enables the formation of new C–C and C–S
bonds via the selection of different solvent ratios, in which DMSO
molecules as synthons can be selectively introduced into methyl ketones.
The features of this transformation include readily available starting
materials, excellent chemoselectivity, and good functional group tolerance.

本文报道了一种简便合成方法：以芳基甲基酮与二甲基亚砜（dimethyl sulfoxide，DMSO）为原料，经Selectfluor促进的串联环化与交叉偶联反应，仅需简单调控溶剂配比即可合成2,5-二酰基噻吩与β-酰基烯丙基甲基砜。
该方法可通过调整不同溶剂配比构建全新的C-C键与C-S键，且二甲基亚砜分子可作为合成子被选择性引入甲基酮底物中。
该转化反应具有原料易得、化学选择性优异以及官能团兼容性良好的特点。