Non-transition Metal-Mediated Diverse Aryl-Heteroatom Bond Formation of Arylammonium Salts

doi:10.1016/j.isci.2019.04.038

	Non-transition Metal-Mediated Diverse Aryl-Heteroatom Bond Formation of Arylammonium Salts
	Wang, Dong-Yu 1,2; Wen, Xin 1,2,3; Xiong, Chao-Dong 1,2,3; Zhao, Jian-Nan1,2,4 ; Ding, Chun-Yong 1,2,3; Meng, Qian 1,2; Zhou, Hu 1,2,3; Wang, Chao 5,6; Uchiyama, Masanobu 5,6; Lu, Xiao-Jie 1,2,3; Zhang, Ao1,2,3,4
	2019-05-31
发表期刊	ISCIENCE
ISSN	2589-0042
卷号	15 页码:307-+
发表状态	已发表
DOI	10.1016/j.isci.2019.04.038
摘要	Aryl-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.
收录类别	ESCI ; SCIE ; SCI
语种	英语
资助项目	JSPS, Japan[17H05430] ; JSPS, Japan[17H06173] ; JSPS, Japan[18K06544]
WOS研究方向	Science & Technology - Other Topics
WOS类目	Multidisciplinary Sciences
WOS记录号	WOS:000470104600027
出版者	CELL PRESS
WOS关键词	CROSS-COUPLING REACTIONS ; NUCLEOPHILIC AROMATIC-SUBSTITUTION ; NI-CATALYZED STANNYLATION ; HALIDES ; SILYLATION ; IODIDES ; ACTIVATION ; AMINATION ; CHLORIDES ; CHEMISTRY
原始文献类型	Article
引用统计
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/49005
专题	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
通讯作者	Lu, Xiao-Jie; Zhang, Ao
作者单位	1.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
通讯作者单位	生命科学与技术学院
推荐引用方式 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-+.