Visible-Light-Induced and Iodoform-Promoted Functionalization of Ether with Secondary Sulfonyl Amides

被引：2
|
作者：
Zhang, Fengrong [1 ]
Liu, Lanqin [1 ]
Chen, Xiaoyun [2 ]
Hou, Hong [1 ]
Han, Ying [1 ]
Yan, Chaoguo [1 ]
Shi, Yaocheng [1 ]
Zhu, Shaoqun [1 ]
机构：
[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225009, Peoples R China
[2] Jiangsu Univ Sci & Technol, Sch Environm & Chem Engn, Zhenjiang 212005, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 89卷 / 01期
基金：
中国国家自然科学基金;
关键词：
C-H AMINATION; N BOND-FORMATION; HEMIAMINAL ETHERS; ALKYL ETHERS; AZOLES; CYCLIZATION; TETRAZOLES; ADJACENT; STRATEGY;
D O I：
10.1021/acs.joc.3c01545
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An iodoform-promoted functionalization of ether with secondary sulfonyl amides under visible-light irradiation was developed toward synthesis of hemiaminal skeleton with good to excellent isolated yields. The characterization of the isolated ether and iodoform complex revealed regioselective hydrogen atom transfer to initiate carbon radical formation and enabled the amination reaction with the sulfonamide.
引用
收藏
页码：687 / 691
页数：5
相关论文
共 50 条
  • [1] Intramolecular Transamidation of Secondary Amides via Visible-Light-Induced Tandem Reaction
    Tang, Li
    Li, Xing-Meng
    Matuska, Jack H.
    He, Yan-Hong
    Guan, Zhi
    ORGANIC LETTERS, 2018, 20 (18) : 5618 - 5621
  • [2] Recent Advances in Visible-Light-Induced Organic Phosphine-Promoted Deoxygenative Functionalization Reactions
    Tang Juan
    Hu Jiayu
    Zhu Zhiqiang
    Pu Shouzhi
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (12) : 4036 - 4056
  • [3] Visible-Light-Induced Decarboxylation of Dioxazolones to Phosphinimidic Amides and Ureas
    Pan, Jie
    Li, Haocong
    Sun, Kai
    Tang, Shi
    Yu, Bing
    MOLECULES, 2022, 27 (12):
  • [4] Visible-light-induced direct oxysulfonylation of alkynes with sulfonyl chlorides and HCl
    Niu, Tengfei
    Jiang, Dingyun
    Ni, Bangqing
    TETRAHEDRON LETTERS, 2017, 58 (45) : 4299 - 4303
  • [5] Visible-Light-Induced Decarboxylative Functionalization of Carboxylic Acids and Their Derivatives
    Xuan, Jun
    Zhang, Zhao-Guo
    Xiao, Wen-Jing
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (52) : 15632 - 15641
  • [6] Visible-Light-Induced Stereoselective Radical trans-Iodoalkylation of Terminal Alkyne with Iodoform
    Zhu, Shaoqun
    Jia, Lizi
    Cheng, Qi
    Sun, Qiu
    Chen, Xiaoyun
    Yu, Huaguang
    Han, Ying
    Hou, Hong
    ORGANIC LETTERS, 2024, 26 (39) : 8400 - 8404
  • [7] Visible-light-induced perfluoroalkylationiarylmigration/desulfonylation cascades of conjugated tosyl amides
    Tang, Shi
    Yuan, Li
    Deng, You-Lin
    Li, Zeng-Zeng
    Wang, Liang-Neng
    Huang, Gui-Xiu
    Sheng, Rui-Long
    TETRAHEDRON LETTERS, 2017, 58 (04) : 329 - 332
  • [8] Visible-Light-Induced Regioselective Selenohydroxylation of Enamine Amides with Diaryl Diselenides
    Jiang, Shiliang
    Leng, Yuting
    Wang, Panpan
    Sui, Kaixia
    Ma, Ning
    Wu, Yangjie
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (38)
  • [9] Green Approach for Visible-Light-Induced Direct Functionalization of 2-Methylquinolines
    Dantas, Juliana A.
    Echemendia, Radell
    Santos, Marilia S.
    Paixao, Marcio W.
    Ferreira, Marco Antonio B.
    Correa, Arlene G.
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (18): : 11663 - 11678
  • [10] Bromide-Promoted Visible-Light-Induced Reductive Minisci Reaction with Aldehydes
    Wang, Zhongzhen
    Liu, Qiong
    Ji, Xiaochen
    Deng, Guo-Jun
    Huang, Huawen
    ACS CATALYSIS, 2020, 10 (01): : 154 - 159
12345