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通过间断的Pummerer反应由炔基亚砜和苯酚合成苯并呋喃。

Synthesis of benzo[]furans from alkynyl sulfoxides and phenols by the interrupted Pummerer reaction.

作者信息

Kobayashi Akihiro, Matsuzawa Tsubasa, Hosoya Takamitsu, Yoshida Suguru

机构信息

Department of Biological Science and Technology, Faculty of Advanced Engineering, Tokyo University of Science 6-3-1 Niijuku Katsushika-ku Tokyo 125-8585 Japan

Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU) 2-3-10 Kanda-Surugadai Chiyoda-ku Tokyo 101-0062 Japan.

出版信息

RSC Adv. 2023 Jan 3;13(2):839-843. doi: 10.1039/d2ra07856b.

Abstract

The interrupted Pummerer reaction of alkynyl sulfoxides with phenols is disclosed. A wide range of benzo[]furans were efficiently synthesized through unexplored electrophilic activation of the electron-deficient alkynyl sulfinyl group. Based on the good availability of alkynyl sulfoxides, we successfully prepared various functionalized benzo[]furans from readily available alkynes, thiosulfonates, and phenols.

摘要

本文报道了炔基亚砜与酚类的间断Pummerer反应。通过对缺电子炔基亚磺酰基进行未探索的亲电活化,高效合成了一系列苯并呋喃。基于炔基亚砜的良好可得性,我们成功地从易得的炔烃、硫代磺酸酯和酚类制备了各种功能化的苯并呋喃。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e26/9809539/2636c8a91fce/d2ra07856b-f1.jpg

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