One-Pot, Metal-Free Synthesis of Phenols from Arylboronic Acids and Subsequent Conversion with N -Hydroxyphthalimide Esters

被引:0
|
作者
Zhang, Zhigang [1 ]
Ding, Di [1 ]
Yang, Yiming [1 ]
Wan, Ruiying [2 ]
Gong, Lili [2 ]
Guan, Haixing [2 ]
Li, Wei [1 ]
机构
[1] Shandong Univ Tradit Chinese Med, Coll Pharm, Jinan 250355, Peoples R China
[2] Shandong Univ Tradit Chinese Med, Shandong Prov Key Lab Tradit Chinese Med, Key Lab Tradit Chinese Med Class Theory, Expt Ctr,Minist Educ, Jinan 250355, Peoples R China
来源
SYNTHESIS-STUTTGART | 2023年 / 55卷 / 14期
关键词
tandem reactions; metal-free; TBHP; phenol; N -hydroxyphthalimide ester; GREEN-CHEMISTRY; ESTERIFICATION; WATER;
D O I
10.1055/a-2044-9651
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthesis of phenyl esters between N-hydroxy-phthalimide (NHP) esters derived from carboxylic acid and arylboronic acids is developed. This tandem reaction underwent mild conditions with a broad range of substrates scope (up to 27 examples) in good to excellent yields (up to 93% yield). The reaction can be easily scaled up, which thus pave the way for further applications in late-stage modification.
引用
收藏
页码:2143 / 2150
页数:8
相关论文
共 50 条
  • [31] Metal-Free One-Pot Conversion of Electron-Rich Aromatics into Aromatic Nitriles
    Ushijima, Sousuke
    Togo, Hideo
    SYNLETT, 2010, (07) : 1067 - 1070
  • [32] HCl•DMPU-assisted one-pot and metal-free conversion of aldehydes to nitriles
    Mudshinge, Sagar R.
    Potnis, Chinmay S.
    Xu, Bo
    Hammond, Gerald B.
    GREEN CHEMISTRY, 2020, 22 (13) : 4161 - 4164
  • [33] METAL-FREE, ONE-POT OXIDATIVE CONVERSION OF ALDEHYDES TO PRIMARY THIOAMIDES IN AQUEOUS MEDIA
    Yadav, Arvind K.
    Srivastava, Vishnu P.
    Yadav, Lal Dhar S.
    SYNTHETIC COMMUNICATIONS, 2014, 44 (03) : 408 - 416
  • [34] Metal-Free Iodination of Arylboronic Acids and the Synthesis of Biaryl Derivatives
    Niu, Liting
    Zhang, Hao
    Yang, Haijun
    Fu, Hua
    SYNLETT, 2014, 25 (07) : 995 - 1000
  • [35] METAL-FREE ONE-POT OXIDATIVE AMINATION OF AROMATIC ALDEHYDES: CONVERSION OF BENZALDEHYDE TO N-BENZOYL PYRROLIDINE
    Ekoue-Kovi, Kekeli
    Wolf, Christian
    ORGANIC SYNTHESES, 2010, 87 : 1 - 7
  • [36] Transition metal-free one-pot synthesis of nitrogen-containing heterocycles
    Simpal Kumari
    Dharma Kishore
    Sarvesh Paliwal
    Rajani Chauhan
    Jaya Dwivedi
    Aakanksha Mishra
    Molecular Diversity, 2016, 20 : 185 - 232
  • [37] Transition metal-free one-pot synthesis of nitrogen-containing heterocycles
    Kumari, Simpal
    Kishore, Dharma
    Paliwal, Sarvesh
    Chauhan, Rajani
    Dwivedi, Jaya
    Mishra, Aakanksha
    MOLECULAR DIVERSITY, 2016, 20 (01) : 185 - 232
  • [38] Metal-free one-pot domino reaction: chemoselective synthesis of polyarylated oxazoles
    Meng, Hua
    Zi, You
    Xu, Xiao-Ping
    Ji, Shun-Jun
    TETRAHEDRON, 2015, 71 (23) : 3819 - 3826
  • [39] One-pot synthesis of carbazoles from cyclohexanones and arylhydrazine hydrochlorides under metal-free conditions
    Xiao, Fuhong
    Liao, Yunfeng
    Wu, Mingyue
    Deng, Guo-Jun
    GREEN CHEMISTRY, 2012, 14 (12) : 3277 - 3280
  • [40] One-Pot Metal-Free Cascade Synthesis of 2-(Perfluoroalkyl)pyrroles
    Sun, Xuechun
    Han, Jing
    Chen, Jie
    Deng, Hongmei
    Shao, Min
    Zhang, Hui
    Cao, Weiguo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (32) : 7086 - 7090