Hypervalent Iodine Reagents Enable C-H Alkynylation with Iminophenylacetic Acids via Alkoxyl Radicals

doi:10.1021/acs.orglett.2c02210

	Hypervalent Iodine Reagents Enable C-H Alkynylation with Iminophenylacetic Acids via Alkoxyl Radicals
	Liu, Zhengyi1 ; Pan, Yue 1,2; Zou, Peng 1; Huang, Hanchu 1; Chen, Yali 2; Chen, Yiyun1,3,4
	2022-08-19
发表期刊	ORGANIC LETTERS (IF:4.9[JCR-2023],4.5[5-Year])
ISSN	1523-7060
EISSN	1523-7052
卷号	24 期号:32
发表状态	已发表
DOI	10.1021/acs.orglett.2c02210
摘要	Here we report (delta-C-H alkynylation to synthesize various (delta-alkynols from iminophenylacetic acids. The hypervalent iodine-coordinated benziodoxole-alkoxyl-iminophenylacetic acid complex was the key intermediate and was characterized by X-ray crystallography for the first time. (delta-C-H alkynylation is compatible with sensitive functional groups, including azides, aldehydes, and free alcohols, for the synthesis of (delta-alkynols with diversified substituents in excellent regioselectivity. This reaction extends to (delta-hydroxylalkene and (delta-hydroxylnitrile synthesis, and the (delta-alkynol products are easily derivatized to other valuable bifunctional building blocks.
URL	查看原文
收录类别	SCI ; SCIE ; CCR ; IC
语种	英语
资助项目	National Natural Science Foundation of China[
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
WOS记录号	WOS:000844739600001
出版者	AMER CHEMICAL SOC
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/223031
专题	物质科学与技术学院_特聘教授组_陈以昀组
通讯作者	Chen, Yiyun
作者单位	1.Univ Chinese Acad Sci, Chinese Acad Sci, State Key Lab Bioorgan & Natural Prod Chem, Ctr Excellence Mol Synthesis,Shanghai Inst Organ C, Shanghai 200032, Peoples R China 2.Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China 3.ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China 4.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Chem & Mat Sci, Hangzhou 310024, Peoples R China
通讯作者单位	物质科学与技术学院
推荐引用方式 GB/T 7714	Liu, Zhengyi,Pan, Yue,Zou, Peng,et al. Hypervalent Iodine Reagents Enable C-H Alkynylation with Iminophenylacetic Acids via Alkoxyl Radicals[J]. ORGANIC LETTERS,2022,24(32).
APA	Liu, Zhengyi,Pan, Yue,Zou, Peng,Huang, Hanchu,Chen, Yali,&Chen, Yiyun.(2022).Hypervalent Iodine Reagents Enable C-H Alkynylation with Iminophenylacetic Acids via Alkoxyl Radicals.ORGANIC LETTERS,24(32).
MLA	Liu, Zhengyi,et al."Hypervalent Iodine Reagents Enable C-H Alkynylation with Iminophenylacetic Acids via Alkoxyl Radicals".ORGANIC LETTERS 24.32(2022).