Synthesis of Phenanthrenes through Copper-Catalyzed Cross-Coupling of   N-Tosylhydrazones with Terminal Alkynes

doi:10.1021/jo501489c

CORC > 北京大学 > 化学与分子工程学院

	Synthesis of Phenanthrenes through Copper-Catalyzed Cross-Coupling of N-Tosylhydrazones with Terminal Alkynes
	Hossain, Mohammad Lokman ; Ye, Fei ; Liu, Zhenxing ; Xia, Ying ; Shi, Yi ; Zhou, Lei ; Zhang, Yan ; Wang, Jianbo
刊名	journal of organic chemistry
	2014
关键词	ORGANIC-SYNTHESIS PHENANTHROQUINOLIZIDINE ALKALOIDS CARBENE COMPLEXES DERIVATIVES CYCLIZATION ANNULATION CYCLOISOMERIZATION ALLENES PHENANTHROINDOLIZIDINE PHOTOLUMINESCENCE
DOI	10.1021/jo501489c
英文摘要	A novel protocol for the synthesis of phenanthrenes through the copper-catalyzed reaction of aromatic tosylhydrazones with terminal alkynes is explored. The reaction proceeds via the formation of an allene intermediate and subsequent six-pi-electron cyclization-isomerization, affording phenanthrene derivatives in good yields. The transformation can be performed in two ways: (1) with N-tosylhydrazones derived from [1,1'-biphenyl]-2-carbaldehydes and terminal alkynes as the starting materials and (2) with N-tosylhydrazones derived from aromatic aldehydes and 2-alkynyl biphenyls as the starting materials. This new phenanthrene synthesis uses readily available starting materials and a cheap copper catalyst and has a wide range of functional group compatibility.; Chemistry, Organic; SCI(E); PubMed; 4; ARTICLE; wangjb@pku.edu.cn; 18; 8689-8699; 79
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/189226]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Hossain, Mohammad Lokman,Ye, Fei,Liu, Zhenxing,et al. Synthesis of Phenanthrenes through Copper-Catalyzed Cross-Coupling of N-Tosylhydrazones with Terminal Alkynes[J]. journal of organic chemistry,2014.
APA	Hossain, Mohammad Lokman.,Ye, Fei.,Liu, Zhenxing.,Xia, Ying.,Shi, Yi.,...&Wang, Jianbo.(2014).Synthesis of Phenanthrenes through Copper-Catalyzed Cross-Coupling of N-Tosylhydrazones with Terminal Alkynes.journal of organic chemistry.
MLA	Hossain, Mohammad Lokman,et al."Synthesis of Phenanthrenes through Copper-Catalyzed Cross-Coupling of N-Tosylhydrazones with Terminal Alkynes".journal of organic chemistry (2014).