CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from   Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H   Functionalization

doi:10.1002/chem.201604739

CORC > 北京大学 > 化学与分子工程学院

	CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization
	Chi, Yue ; Yan, Haihan ; Zhang, Wen-Xiong ; Xi, Zhenfeng
刊名	CHEMISTRY-A EUROPEAN JOURNAL
	2017
关键词	2-aminopyrimidines C(sp(3))-H functionalization carbodiimide diaryliodonium salts hydrogen shift C-H FUNCTIONALIZATION DIRECT BETA-ARYLATION ONE-POT SYNTHESIS 1,1,3-TRIARYL-2-AZAALLYL ANIONS REGIOSELECTIVE ARYLATION BOND FUNCTIONALIZATION CASCADE ANNULATION DIRECTING GROUPS ACTIVATION ALKYNES
DOI	10.1002/chem.201604739
英文摘要	The selective C(sp(3))-H bond functionalization is an ideal and atom-economical method in organic synthesis. In this work, 2-aminopyrimidines are generated from a Cu-catalyzed reaction between carbodiimides and diaryliodonium salts, by cleavage of four C(sp(3))-H, one C-N, and one C=N bonds in the carbodiimides. It is the first triple C(sp(3))-H bond functionalization neighboring a C=N bond. The selective synthesis of 2-aminopyrimidines is controlled by the amount of the diaryliodonium salts. The novel mechanism involving a C-N formation/1,5-H shift/1,7-H shift/6 pi-electrocyclic ring-closing/aromatization is well elucidated by the detection of important intermediates and DFT calculations.; Natural Science Foundation of China [21572005, 21372014]; "973" program from the National Basic Research Program of China [2012CB821600]; SCI(E); ARTICLE; 4; 757-761; 23
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/476207]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Chi, Yue,Yan, Haihan,Zhang, Wen-Xiong,et al. CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization[J]. CHEMISTRY-A EUROPEAN JOURNAL,2017.
APA	Chi, Yue,Yan, Haihan,Zhang, Wen-Xiong,&Xi, Zhenfeng.(2017).CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization.CHEMISTRY-A EUROPEAN JOURNAL.
MLA	Chi, Yue,et al."CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization".CHEMISTRY-A EUROPEAN JOURNAL (2017).