Ruthenium-Catalyzed Redox-Neutral [4+1] Annulation of Benzamides and Propargyl Alcohols via C-H Bond Activation

doi:10.1021/acscatal.7b00031

	Ruthenium-Catalyzed Redox-Neutral [4+1] Annulation of Benzamides and Propargyl Alcohols via C-H Bond Activation
	Wu, Xiaowei 1,2; Wang, Bao1,3 ; Zhou, Shengbin 1,2; Zhou, Yu 1; Liu, Hong1
	2017-04
发表期刊	ACS CATALYSIS (IF:11.3[JCR-2023],12.6[5-Year])
ISSN	2155-5435
卷号	7 期号:4 页码:2494-2499
发表状态	已发表
DOI	10.1021/acscatal.7b00031
摘要	Internal alkynes have been used widely in transition-metal-catalyzed cycloaddition reactions, in which they generally serve as two-carbon reaction partners. Herein, we report ruthenium(II)-catalyzed redox-neutral [4 + 1] annulation of benzamides and propargyl alcohols, in which propargyl alcohols act as one-carbon units. This synthetic utility of propargyl alcohols led to a series of potentially bioactive N-substituted quaternary isoindolinones with moderate to high yields under mild conditions. Without the requirement for an external metal oxidant, this title transformation is compatible with various functional groups, which further underscores its synthetic utility and versatile applicability. In addition, preliminary mechanism experiments have been conducted and a plausible mechanism is proposed.
关键词	ruthenium catalyzed cyclization one-carbon units [4+1] annulation isoindolinone
收录类别	SCI ; EI
语种	英语
资助项目	Major Project of Chinese National Programs for Fundamental Research and Development[2015CB910304]
WOS研究方向	Chemistry
WOS类目	Chemistry, Physical
WOS记录号	WOS:000398986700030
出版者	AMER CHEMICAL SOC
EI入藏号	20172203710508
EI主题词	Catalysis ; Cycloaddition ; Ruthenium ; Transition metals
EI分类号	Metallurgy and Metallography:531 ; Precious Metals:547.1 ; Chemical Reactions:802.2
WOS关键词	N-N BOND ; O BOND ; ISOQUINOLONE SYNTHESIS ; OXIDATIVE ANNULATION ; ASYMMETRIC-SYNTHESIS ; INTERNAL ALKYNES ; BICYCLIC ALKENES ; INDOLE SYNTHESIS ; FACILE SYNTHESIS ; DIRECTING GROUP
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/2930
专题	生命科学与技术学院生命科学与技术学院_特聘教授组_柳红组生命科学与技术学院_博士生
通讯作者	Zhou, Yu; Liu, Hong
作者单位	1.Chinese Acad Sci, Key Lab Receptor Res, Shanghai Inst Mat Med, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China 2.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China 3.Shanghai Tech Univ, Sch Life Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China
推荐引用方式 GB/T 7714	Wu, Xiaowei,Wang, Bao,Zhou, Shengbin,et al. Ruthenium-Catalyzed Redox-Neutral [4+1] Annulation of Benzamides and Propargyl Alcohols via C-H Bond Activation[J]. ACS CATALYSIS,2017,7(4):2494-2499.
APA	Wu, Xiaowei,Wang, Bao,Zhou, Shengbin,Zhou, Yu,&Liu, Hong.(2017).Ruthenium-Catalyzed Redox-Neutral [4+1] Annulation of Benzamides and Propargyl Alcohols via C-H Bond Activation.ACS CATALYSIS,7(4),2494-2499.
MLA	Wu, Xiaowei,et al."Ruthenium-Catalyzed Redox-Neutral [4+1] Annulation of Benzamides and Propargyl Alcohols via C-H Bond Activation".ACS CATALYSIS 7.4(2017):2494-2499.