One-Pot Synthesis of Polysubstituted 3-Amino-2-oxo-2,7-dihydro-1H-azepines

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	One-Pot Synthesis of Polysubstituted 3-Amino-2-oxo-2,7-dihydro-1H-azepines
	Liao, SR ; Qin, C ; Yao, PF ; Li, JS ; Zhou, XF ; Wang, JF ; Huang, ZS ; Liu, YH
刊名	SYNTHESIS-STUTTGART
	2014
卷号	46 期号:5 页码:621-628
关键词	alkyne 3-aminoazepan-2-one Michael addition piperazine-2 protecting groups 5-dione
ISSN号	0039-7881
通讯作者	yonghongliu@scsio.ac.cn
中文摘要	A facile and efficient synthesis of novel seven-membered heterocyclic derivatives containing 3-aminoazepan-2-one backbone is described using 1,4-protected piperazine-2,5-diones and alkynes as starting materials. The reaction may undergo Michael addition, unusual nucleophilic attack to an amide group, and keto-enol tautomerization. The reaction showed different reactivity when using substrates with different protecting groups: it had higher efficiency when using either alkanoyl-protecting group with cesium carbonate as the base, or benzoyl-protecting group with triethylamine as the base, but no reaction when using benzyl or allyl protecting groups with a variety of bases (Et3N, DBU, K2CO3, Cs2CO3, KHCO3, CsHCO3, and KOt-Bu).
学科主题	Chemistry
收录类别	SCI
资助信息	National Key Basic Research Program of China (973)'s Project [2010CB833800, 2011CB915503]; National High Technology Research and Development Program (863 Program) [2012AA092104]; National Natural Science Foundation of China [31270402, 21172230, 30973679, 41176148, 21002110]; Guangdong Province-CAS Joint Research Program [2011B090300023, 2012B091100264]; Guangdong Marine Economic Development and Innovation of Regional Demonstration Project [GD2012-D01-001, GD2012-D01-002]
原文出处	GEORG THIEME VERLAG KG
WOS记录号	WOS:000336838400007
公开日期	2014-12-11
内容类型	期刊论文
源URL	[http://ir.scsio.ac.cn/handle/344004/10461]
专题	南海海洋研究所_中科院海洋生物资源可持续利用重点实验室
推荐引用方式 GB/T 7714	Liao, SR,Qin, C,Yao, PF,et al. One-Pot Synthesis of Polysubstituted 3-Amino-2-oxo-2,7-dihydro-1H-azepines[J]. SYNTHESIS-STUTTGART,2014,46(5):621-628.
APA	Liao, SR.,Qin, C.,Yao, PF.,Li, JS.,Zhou, XF.,...&Liu, YH.(2014).One-Pot Synthesis of Polysubstituted 3-Amino-2-oxo-2,7-dihydro-1H-azepines.SYNTHESIS-STUTTGART,46(5),621-628.
MLA	Liao, SR,et al."One-Pot Synthesis of Polysubstituted 3-Amino-2-oxo-2,7-dihydro-1H-azepines".SYNTHESIS-STUTTGART 46.5(2014):621-628.