NaH Promoted One-Pot Tandem Reactions of 3-(1-Alkynyl) Chromones to Form 2-Nitrogen-Substituted Xanthones

doi:10.1021/acsomega.0c01930

	NaH Promoted One-Pot Tandem Reactions of 3-(1-Alkynyl) Chromones to Form 2-Nitrogen-Substituted Xanthones
	Duan, Wen-Di 1,2; Zhang, Yu-Fang 1,2; Hu, Youhong 1,2
刊名	ACS OMEGA
	2020-06-09
卷号	5 期号:22 页码:13454-13461
ISSN号	2470-1343
DOI	10.1021/acsomega.0c01930
通讯作者	Hu, Youhong(yhhu@simm.ac.cn)
英文摘要	A silver-catalyzed dimerization of ethyl isocyanoacetates could trigger the tandem reaction of 3-(1-alkynyl) chromones under the basic condition in a one-pot reaction to afford xanthone skeletons with 2-imidazolyl substitution in an efficient manner. With the control experiment in hand, a mechanism including dimerization of isocyanoacetate/deprotonation/Michael addition/ring-opening/ cyclization 1,2-elimination was deduced. Further investigation for the base was carried out, resulting in NaH as an optimal base to avoid the dimerization of 3-(1-alkynyl) chromones. The scope of this methodology was extended on the different substituents of 3-(1-alkynyl)-chromones and the potential of other N-heterocycle glycine ester anions to give the novel functional 2-nitrogen-derived xanthones.
资助项目	State Key Laboratory of Drug Research[SIMM1803ZZ-01] ; Science and Technology Commission of Shanghai Municipality[18431907100]
WOS关键词	INSERTION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000541503700093
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/291790]
专题	中国科学院上海药物研究所
通讯作者	Hu, Youhong
作者单位	1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Duan, Wen-Di,Zhang, Yu-Fang,Hu, Youhong. NaH Promoted One-Pot Tandem Reactions of 3-(1-Alkynyl) Chromones to Form 2-Nitrogen-Substituted Xanthones[J]. ACS OMEGA,2020,5(22):13454-13461.
APA	Duan, Wen-Di,Zhang, Yu-Fang,&Hu, Youhong.(2020).NaH Promoted One-Pot Tandem Reactions of 3-(1-Alkynyl) Chromones to Form 2-Nitrogen-Substituted Xanthones.ACS OMEGA,5(22),13454-13461.
MLA	Duan, Wen-Di,et al."NaH Promoted One-Pot Tandem Reactions of 3-(1-Alkynyl) Chromones to Form 2-Nitrogen-Substituted Xanthones".ACS OMEGA 5.22(2020):13454-13461.