Visible Light Photoredox-Catalyzed Formyl/Carboxylation of Activated Alkenes with Glyoxylic Acid Acetals and CO2

被引：7
|
作者：
Yang, Han [1 ]
Yao, Yang [1 ]
Yang, Qi [1 ]
Yao, Yingming [2 ]
Sun, Jianwei [1 ,3 ]
Sun, Song [1 ]
机构：
[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
[2] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Dushu Lake Campus, Suzhou 215123, Peoples R China
[3] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong 999077, Peoples R China
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 20期
基金：
中国国家自然科学基金;
关键词：
AMINO-ACIDS; STYRENES; CARBOXYLATION; DICARBOFUNCTIONALIZATION; HYDROFORMYLATION;
D O I：
10.1021/acs.orglett.4c00841
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A photoredox-catalyzed sequential alpha-formyl/carboxylation of alkenes with glyoxylic acid acetals and CO2 has been developed to afford a range of masked gamma-formyl esters in good yields, which could be readily transformed into diverse compounds, such as gamma-formyl ester, hemiacetal, and 1,4-diol. This reaction features mild conditions, readily available starting materials, and operational simplicity.
引用
收藏
页码：4194 / 4199
页数：6
相关论文
共 50 条
  • [21] Visible-Light Photoredox-Catalyzed Trifunctionalization of Unactivated Alkenes via Diamidation and Cyano Migration
    Ghouse, Abuthayir Mohamathu
    Maheswari, Bathula
    Akondi, Srirama Murthy
    ADVANCED SYNTHESIS & CATALYSIS, 2025, 367 (01)
  • [22] Photosynthetic Fixation of CO2 in Alkenes by Heterogeneous Photoredox Catalysis with Visible Light
    Yuan, Tao
    Wu, Ziwei
    Zhai, Senmao
    Wang, Rong
    Wu, Shiwen
    Cheng, Jiajia
    Zheng, Meifang
    Wang, Xinchen
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (27)
  • [23] Visible-Light Photoredox-Catalyzed Divergent 1,2-Diacylation and Hydroacylation of Alkenes with Carboxylic Acid Anhydride
    Zhou, Youkang
    Zhao, Lirong
    Hu, Mingyou
    Duan, Xin-Hua
    Liu, Le
    ORGANIC LETTERS, 2023, 25 (28) : 5268 - 5272
  • [24] Visible-Light Photoredox-Catalyzed Intermolecular α-Aminomethyl/Carboxylative Dearomatization of Indoles with CO2 and α-Aminoalkyl Radical Precursors
    Gao, Wanxu
    Yang, Qi
    Yang, Han
    Yao, Yang
    Bai, Junxue
    Sun, Jianwei
    Sun, Song
    ORGANIC LETTERS, 2024, 26 (02) : 467 - 472
  • [25] Metal-free visible-light-induced photoredox-catalyzed intermolecular pyridylation/phosphinoylation of alkenes
    Shen, Jiaxuan
    Zhang, Yipin
    Yu, Yanjiang
    Wang, Manman
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (05): : 901 - 907
  • [26] Photoredox-Catalyzed Phosphonocarboxylation of Allenes with Phosphine Oxides and CO2
    Zeng, Jia-Hao
    Du, Deng-Tao
    Liu, Bao-En
    Zhang, Zhen-Qiang
    Zhan, Zhuang-Ping
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (20): : 14789 - 14796
  • [27] Carboxylation of Aryl Triflates with CO2 Merging Palladium and Visible-Light-Photoredox Catalysts
    Bhunia, Samir Kumar
    Das, Pritha
    Nandi, Shantanu
    Jana, Ranjan
    ORGANIC LETTERS, 2019, 21 (12) : 4632 - 4637
  • [28] Arylcarboxylation of unactivated alkenes with CO2 via visible-light photoredox catalysis
    Wei Zhang
    Zhen Chen
    Yuan-Xu Jiang
    Li-Li Liao
    Wei Wang
    Jian-Heng Ye
    Da-Gang Yu
    Nature Communications, 14
  • [29] Arylcarboxylation of unactivated alkenes with CO2 via visible-light photoredox catalysis
    Zhang, Wei
    Chen, Zhen
    Jiang, Yuan-Xu
    Liao, Li-Li
    Wang, Wei
    Ye, Jian-Heng
    Yu, Da-Gang
    NATURE COMMUNICATIONS, 2023, 14 (01)
  • [30] Visible Light-driven Carboxylation with CO2
    Zhang Zhen
    Deng Yu
    Zhang Qinfang
    Yu Dagang
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2022, 43 (07):
12345