Ruthenium-Catalyzed C-C Bond Cleavage of 2H-Azirines: A Formal [3+2+2] Cycloaddition to Fused Azepine Skeletons

doi:10.1002/anie.201510820

	Ruthenium-Catalyzed C-C Bond Cleavage of 2H-Azirines: A Formal [3+2+2] Cycloaddition to Fused Azepine Skeletons
	Li, Xincheng 2; Wan, Boshun 2; Li, Tengfei 2; Xu, Fen 1,2; Wang, Chunxiang 2
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2016-02-18
卷号	55 期号:8 页码:2861-2865
关键词	Alkynes C-c Activation Cycloaddition Heterocycles Ruthenium
ISSN号	1433-7851
DOI	10.1002/anie.201510820
文献子类	Article
英文摘要	2H-azirines can serve as three-atom synthons by C-C bond cleavage, however, it involves a high energy barrier under thermal conditions (> 50.0 kcalmol (1)). Reported is a ruthenium-catalyzed [3+2+2] cycloaddition reaction of 2H-azirines with diynes, thus leading to the formation of fused azepine skeletons. This approach features an unprecedented metal-catalyzed C-C bond cleavage of 2H-azirines at room temperature, and the challenging construction of aza-seven-membered rings from diynes. The results of this study provide a new reaction pattern for constructing nitrogen-containing seven-membered rings and may find applications in the synthesis of other complex heterocycles.
WOS关键词	BETA-CARBON ELIMINATION ; MEDIUM-SIZED RINGS ; 8-MEMBERED HETEROCYCLES ; VINYL AZIRIDINES ; 2 ALKYNES ; PYRIDINES ; DIYNES ; NITRILES ; DERIVATIVES ; 1,6-DIYNES
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000370655700042
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/171290]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Wan, Boshun; Wang, Chunxiang
作者单位	1.Zhengzhou Univ Light Ind, Dept Mat & Chem Engn, 5 Dongfeng Rd, Zhengzhou 450002, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
推荐引用方式 GB/T 7714	Li, Xincheng,Wan, Boshun,Li, Tengfei,et al. Ruthenium-Catalyzed C-C Bond Cleavage of 2H-Azirines: A Formal [3+2+2] Cycloaddition to Fused Azepine Skeletons[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(8):2861-2865.
APA	Li, Xincheng,Wan, Boshun,Li, Tengfei,Xu, Fen,&Wang, Chunxiang.(2016).Ruthenium-Catalyzed C-C Bond Cleavage of 2H-Azirines: A Formal [3+2+2] Cycloaddition to Fused Azepine Skeletons.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(8),2861-2865.
MLA	Li, Xincheng,et al."Ruthenium-Catalyzed C-C Bond Cleavage of 2H-Azirines: A Formal [3+2+2] Cycloaddition to Fused Azepine Skeletons".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.8(2016):2861-2865.