Synergistic Brønsted Base/Photoredox‐Catalyzed Three‐Component Coupling with Malonates to Synthesize δ‐Hydroxy Esters and δ‐Keto Esters

Author:

Li Ting1,Wang Wei1,Dong Ming1,Zhang Zhijie1,Yu Sha1,Chen Zhengchu1,Wei Siping1,Yi Dong12

Affiliation:

1. Green Pharmaceutical Technology Key Laboratory of Luzhou City Central Nervous System Drug Key Laboratory of Sichuan Province, School of Pharmacy, Southwest Medical University Luzhou Sichuan 646000 China

2. Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province Luzhou Sichuan 646000 China

Abstract

Comprehensive SummaryMulticomponent alkene 1,2‐dicarbofunctionalizations (DCFs) have emerged as a powerful strategy to rapidly incorporate both two carbon subunits across one C—C double bond in one step for enhancing molecular complexity and diversity. To the best of our knowledge, there is only one report on photoredox‐catalyzed three‐component DCFs with malonates through the radical−radical cross‐coupling, while photoredox‐catalyzed radical‐polar crossover (RPC)‐type DCFs with malonates were still rare. Herein, we describe a redox‐neutral RPC‐type 1,2‐dialkylation of styrenes with malonates and aldehydes through the synergistic Brønsted base/photoredox catalysis system. This transition‐metal‐free strategy provides an efficient and clean approach to a broad variety of δ‐hydroxy esters and also features exceptionally mild conditions, wide compatibility of substrate scope and functional groups, and high atomic economy. Moreover, three‐component 1,2‐alkylacylation from the same starting materials was achieved in one‐pot manner through such RPC‐type coupling and subsequent two‐electron oxidation process, providing a set of δ‐keto esters of interest in pharmaceutical research.

Funder

National Natural Science Foundation of China

Publisher

Wiley

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3