Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp(3))-C(sp(3)) Bond Cleavage and Functionalizations

doi:10.1021/jacs.5b13066

	Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp(3))-C(sp(3)) Bond Cleavage and Functionalizations
	Jia, Kunfang 1; Zhang, Fuyuan2 ; Huang, Hanchu 1; Chen, Yiyun1,2
	2016-02-10
发表期刊	JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (IF:14.4[JCR-2023],14.8[5-Year])
ISSN	0002-7863
卷号	138 期号:5 页码:1514-1517
发表状态	已发表
DOI	10.1021/jacs.5b13066
摘要	The alkoxyl radical is an important reactive intermediate in mechanistic studies and organic synthesis; however, its current generation from alcohol oxidation heavily relies on transition metal activation under strong oxidative conditions. Here we report the first visible-light induced alcohol oxidation to generate alkoxyl radicals by cyclic iodine(III) reagent catalysis under mild reaction conditions. The beta-fragmentation of alkoxyl radicals enables selective C(sp(3))-C(sp(3)) bond cleavage and alkynylation/alkenylation reactions with various strained cycloalkanols, and for the first time with linear alcohols.
收录类别	SCI ; IC ; CCR ; EI
语种	英语
资助项目	National Natural Science Foundation of China[21272260] ; National Natural Science Foundation of China[21472230]
WOS研究方向	Chemistry
WOS类目	Chemistry, Multidisciplinary
WOS记录号	WOS:000370215400011
出版者	AMER CHEMICAL SOC
EI入藏号	20160801962786
EI主题词	Chemical reactions ; Reaction intermediates ; Transition metals
EI分类号	Metallurgy and Metallography:531 ; Light/Optics:741.1 ; Chemical Reactions:802.2 ; Chemical Products Generally:804
WOS关键词	HYPERVALENT IODINE REAGENTS ; OXYGEN-CENTERED RADICALS ; BORON-DOPED DIAMOND ; C-H ALKYNYLATION ; ORGANIC-SYNTHESIS ; PHOTOREDOX CATALYSIS ; POLYVALENT IODINE ; DECARBOXYLATIVE ALKYNYLATION ; CHEMISTRY ; CYCLOPROPANOLS
原始文献类型	Article
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/1926
专题	物质科学与技术学院物质科学与技术学院_特聘教授组_陈以昀组物质科学与技术学院_硕士生
通讯作者	Chen, Yiyun
作者单位	1.Chinese Acad Sci, Shanghai Inst Organ Chem, Collaborat Innovat Ctr Chem Life Sci, State Key Lab Bioorgan & Nat Prod Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China 2.Shanghai Tech Univ, Sch Phys Sci & Technol, 100 Haike Rd, Shanghai 201210, 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	Jia, Kunfang,Zhang, Fuyuan,Huang, Hanchu,et al. Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp(3))-C(sp(3)) Bond Cleavage and Functionalizations[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2016,138(5):1514-1517.
APA	Jia, Kunfang,Zhang, Fuyuan,Huang, Hanchu,&Chen, Yiyun.(2016).Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp(3))-C(sp(3)) Bond Cleavage and Functionalizations.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,138(5),1514-1517.
MLA	Jia, Kunfang,et al."Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp(3))-C(sp(3)) Bond Cleavage and Functionalizations".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 138.5(2016):1514-1517.