Transition-metal Catalyzed 1,2,3-Triazole-assisted C-H Functionalization Processes

doi:10.6023/A22040147

	Transition-metal Catalyzed 1,2,3-Triazole-assisted C-H Functionalization Processes
	Liu Xia 1; Kuang Chunxiang 2; Su Changhui 3
	2022-08-15
发表期刊	ACTA CHIMICA SINICA
ISSN	0567-7351
卷号	80 期号:8 页码:1135-1151
摘要	1,2,3-Triazole derivatives are a kind of N-containing heterocyclic compounds with important biological activities, which have widespread applications in diverse fields such as pharmaceuticals, pesticides, and materials. Therefore, it is of great significance to continuously develop new structures based on triazole framework and to find new and efficient synthetic methods of triazole derivatives. Although 1,2,3-triazole compounds are widely used, there is no report that 1,2,3-triazole compounds directly come from natural products. All of 1,2,3-triazoles and their dirivatives are artificially synthesized by chemical methods. Various strategies for their synthesis have been devised, with Huisgen 1,3-dipolar [3+2] cycloadditions of azides and alkynes being the most commonly used approach. However, this methodology, in most cases, leads to the formation of a mixture of regioisomeric products and requires the presence of a strong electron-withdrawing substitutent at the alkyne. Later, Fokin and Sharpless reported Cu(I)-catalyzed regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles. This click reaction proceeded highly regioselectively when using terminal alkynes affording 1,4-disubstituted 1,2,3-triazoles in excellent yield. In recent years, transition-metal catalyzed C-H bond activation has attracted attention from scientists worldwide, and has become an important protocol for the construction of carbon-carbon bonds and carbon-heteroatom bonds in organic synthesis owing to its facile manipulation, high efficiency and less waste. An important strategy to realize the regioselectivity of the C-H activation is to use the auxiliary function of the directing group. Recently, transition-metal catalyzed 1,2,3-triazole-assisted C-H functionalization has been widely concerned by scientists. In this stragety, 1,2, 3-triazoles with different structures were used as guiding groups to construct new C-C and C-X bonds by direct conversion of C-H bonds under different reaction conditions to access more complex triazoles since many simple triazoles can be easily obtained via click reaction. In this perspective article, we will briefly summarize the advance in the field of transition-metal catalyzed 1,2,3-triazole-assisted C-H functionalization according to the bonding type, including carbon-carbon bond, carbon-heteroatom bond and annulation. The advantages and disadvantages of different kinds of directing groups are discussed. Meanwhile, pathways for future development have been proposed.
关键词	1,2,3-triazoles DIRECT ARYLATIONS C-H activation CLICK CHEMISTRY transition metal catalyst DIRECTING GROUP organic synthesis 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES TRIAZOLE ASSISTANCE ARYL CHLORIDES ARENES ACYLATION ACTIVATION SP(2)
DOI	10.6023/A22040147
收录类别	SCIE
语种	中文
WOS研究方向	Chemistry
WOS类目	Chemistry, Multidisciplinary
WOS记录号	WOS:000849976400010
出版者	SCIENCE PRESS
原始文献类型	Review
引用统计	被引频次：9[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.library.ouchn.edu.cn/handle/39V7QQFX/168542
专题	国家开放大学江苏分部
通讯作者	Liu Xia; Kuang Chunxiang
作者单位	1.Jiangsu Open Univ, Dept Environm & Ecol, Nanjing 210036, Peoples R China; 2.Tongji Univ, Sch Chem Sci & Engn, Shanghai 200092, Peoples R China; 3.Nanjing Univ, Jinling Coll, Sch Chem & Life Sci, Nanjing 210089, Peoples R China
第一作者单位	国家开放大学江苏分部
通讯作者单位	国家开放大学江苏分部
第一作者的第一单位	国家开放大学江苏分部
推荐引用方式 GB/T 7714	Liu Xia,Kuang Chunxiang,Su Changhui. Transition-metal Catalyzed 1,2,3-Triazole-assisted C-H Functionalization Processes[J]. ACTA CHIMICA SINICA,2022,80(8):1135-1151.
APA	Liu Xia,Kuang Chunxiang,&Su Changhui.(2022).Transition-metal Catalyzed 1,2,3-Triazole-assisted C-H Functionalization Processes.ACTA CHIMICA SINICA,80(8),1135-1151.
MLA	Liu Xia,et al."Transition-metal Catalyzed 1,2,3-Triazole-assisted C-H Functionalization Processes".ACTA CHIMICA SINICA 80.8(2022):1135-1151.