南方科技大学知识苑(SUSTech KC): Copper-Catalyzed Enantioconvergent Radical <i>N</i>-Alkylation of Diverse (Hetero)aromatic Amines

题名	Copper-Catalyzed Enantioconvergent Radical N-Alkylation of Diverse (Hetero)aromatic Amines
作者	Du, Xuan-Yi 1,2,3,4 ; Fang, Jia-Heng1,2,3,4 ; Chen, Ji-Jun 2,3,4 ; Shen, Boming 2,3 ; Liu, Wei-Long2,3,4 ; Zhang, Jia-Yong2,3,4 ; Ye, Xue-Man2,3,4 ; Yang, Ning-Yuan 2,3,4 ; Gu, Qiang-Shuai5,6 ; Li, Zhong-Liang 7; Yu, Peiyuan2,3 ; Liu, Xin-Yuan2,3,4
通讯作者	Li, Zhong-Liang; Yu, Peiyuan; Liu, Xin-Yuan
发表日期	2024-03-21
DOI	10.1021/jacs.4c02141
发表期刊	JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 影响因子和分区
ISSN	0002-7863
EISSN	1520-5126
卷号	146 期号:13
摘要	The 3d transition metal-catalyzed enantioconvergent radical cross-coupling provides a powerful tool for chiral molecule synthesis. In the classic mechanism, the bond formation relies on the interaction between nucleophile-sequestered metal complexes and radicals, limiting the nucleophile scope to sterically uncongested ones. The coupling of sterically congested nucleophiles poses a significant challenge due to difficulties in transmetalation, restricting the reaction generality. Here, we describe a probable outer-sphere nucleophilic attack mechanism that circumvents the challenging transmetalation associated with sterically congested nucleophiles. This strategy enables a general copper-catalyzed enantioconvergent radical N-alkylation of aromatic amines with secondary/tertiary alkyl halides and exhibits catalyst-controlled stereoselectivity. It accommodates diverse aromatic amines, especially bulky secondary and primary ones to deliver value-added chiral amines (>110 examples). It is expected to inspire the coupling of more nucleophiles, particularly challenging sterically congested ones, and accelerate reaction generality.
相关链接	[来源记录]
收录类别	SCI ; EI
语种	英语
学校署名	通讯
资助项目	Tencent["22025103","22331006","92256301","22371112"] ; National Natural Science Foundation of China["2021YFF0701604","2021YFF0701704"] ; National Key R&D Program of China[2019BT02Y335] ; Guangdong Innovative Program["KQTD20210811090112004","JCYJ20220818100600001"] ; Shenzhen Science and Technology Program[ZDSYS20220328104200001]
WOS研究方向	Chemistry
WOS类目	Chemistry, Multidisciplinary
WOS记录号	WOS:001189779200001
出版者	AMER CHEMICAL SOC
来源库	Web of Science
引用统计	被引频次[WOS]：8
成果类型	期刊论文
条目标识符	http://sustech.caswiz.com/handle/2SGJ60CL/788753
专题	理学院_化学系南方科技大学前沿与交叉科学研究院深圳格拉布斯研究院
作者单位	1.Harbin Inst Technol, Sch Chem & Chem Engn, Harbin 150001, Peoples R China 2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China 3.Southern Univ Sci & Technol, Guangming Adv Res Inst, Shenzhen 518055, Peoples R China 4.Southern Univ Sci & Technol, Shenzhen Key Lab Cross Coupling React, Shenzhen 518055, Peoples R China 5.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China 6.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China 7.Great Bay Univ, Sch Phys Sci, Dongguan Key Lab Interdisciplinary Sci Adv Mat & L, Dongguan 523000, Peoples R China
第一作者单位	化学系; 深圳格拉布斯研究院; 南方科技大学
通讯作者单位	化学系; 深圳格拉布斯研究院; 南方科技大学
推荐引用方式 GB/T 7714	Du, Xuan-Yi,Fang, Jia-Heng,Chen, Ji-Jun,et al. Copper-Catalyzed Enantioconvergent Radical N-Alkylation of Diverse (Hetero)aromatic Amines[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2024,146(13).
APA	Du, Xuan-Yi.,Fang, Jia-Heng.,Chen, Ji-Jun.,Shen, Boming.,Liu, Wei-Long.,...&Liu, Xin-Yuan.(2024).Copper-Catalyzed Enantioconvergent Radical N-Alkylation of Diverse (Hetero)aromatic Amines.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,146(13).
MLA	Du, Xuan-Yi,et al."Copper-Catalyzed Enantioconvergent Radical N-Alkylation of Diverse (Hetero)aromatic Amines".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 146.13(2024).