Non-transition Metal-Mediated Diverse Aryl-Heteroatom Bond Formation of Arylammonium Salts
Wang, Dong-Yu1,2; Wen, Xin1,2,3; Xiong, Chao-Dong1,2,3; Zhao, Jian-Nan1,2,4; Ding, Chun-Yong1,2,3; Meng, Qian1,2; Zhou, Hu1,2,3; Wang, Chao5,6; Uchiyama, Masanobu5,6; Lu, Xiao-Jie1,2,3; Zhang, Ao1,2,3,4
2019-05-31
Source PublicationISCIENCE
ISSN2589-0042
Volume15Pages:307-+
Status已发表
DOI10.1016/j.isci.2019.04.038
AbstractAryl-heteroatom (C-X) bonds ubiquitously exist in organic, medicinal, and material chemistry, but a universal method to construct diverse C-X bonds is lacking. Here we report our discovery of a convenient and efficient approach to construct various C-X bonds using arylammonium salts as the substrate via an SNAr process. This strategy features mild reaction condition, no request of transition metal catalyst, and easy formation of various C-X bonds (C-S, C-Si, C-Sn, C-Ge, C-Se, C-N). The method was successfully applied to a late-stage functionalization of an existing antibiotic drug, to a Clickable reaction of NBD-based ammonium salt as turn-on fluorescent probe to recognize L-cysteine and homocysteine, and to the synthesis of a DNA encoded library (DEL) bearing different C-X bonds.
Indexed ByESCI ; SCI
Language英语
Funding ProjectJSPS, Japan[17H05430] ; JSPS, Japan[17H06173] ; JSPS, Japan[18K06544]
WOS Research AreaScience & Technology - Other Topics
WOS SubjectMultidisciplinary Sciences
WOS IDWOS:000470104600027
PublisherCELL PRESS
WOS KeywordCROSS-COUPLING REACTIONS ; NUCLEOPHILIC AROMATIC-SUBSTITUTION ; NI-CATALYZED STANNYLATION ; HALIDES ; SILYLATION ; IODIDES ; ACTIVATION ; AMINATION ; CHLORIDES ; CHEMISTRY
Original Document TypeArticle
Citation statistics
Cited Times:24[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttps://kms.shanghaitech.edu.cn/handle/2MSLDSTB/49005
Collection生命科学与技术学院_硕士生
生命科学与技术学院_特聘教授组_张翱组
Corresponding AuthorLu, Xiao-Jie; Zhang, Ao
Affiliation1.Chinese Acad Sci, SIMM, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
2.Chinese Acad Sci, SIMM, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
4.ShanghaiTech Univ, Sch Life Sci & Technol, Shanghai 201210, Peoples R China
5.Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, 7-3-1 Hongo, Tokyo 1130033, Japan
6.RIKEN, Adv Elements Chem Lab, CPR, 2-1 Hirosawa, Wako, Saitama 3510198, Japan
Corresponding Author AffilicationSchool of Life Science and Technology
Recommended Citation
GB/T 7714
Wang, Dong-Yu,Wen, Xin,Xiong, Chao-Dong,et al. Non-transition Metal-Mediated Diverse Aryl-Heteroatom Bond Formation of Arylammonium Salts[J]. ISCIENCE,2019,15:307-+.
APA Wang, Dong-Yu.,Wen, Xin.,Xiong, Chao-Dong.,Zhao, Jian-Nan.,Ding, Chun-Yong.,...&Zhang, Ao.(2019).Non-transition Metal-Mediated Diverse Aryl-Heteroatom Bond Formation of Arylammonium Salts.ISCIENCE,15,307-+.
MLA Wang, Dong-Yu,et al."Non-transition Metal-Mediated Diverse Aryl-Heteroatom Bond Formation of Arylammonium Salts".ISCIENCE 15(2019):307-+.
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