DICP OpenIR
[4+1] Cycloaddition of Enaminothiones and Aldehyde N-Tosylhydrazones Toward 3-Aminothiophenes
Liu, Zhuqing1,2; Wu, Ping1,2; He, Yuan1,2; Yang, Ting1; Yu, Zhengkun1,3
Corresponding AuthorYu, Zhengkun(zkyu@dicp.ac.cn)
Keywordthiophenes enaminothiones hydrazones cycloaddition 3-aminothiophenes
Source PublicationADVANCED SYNTHESIS & CATALYSIS
2018-11-16
ISSN1615-4150
DOI10.1002/adsc.201801028
Volume360Issue:22Pages:4381-4392
Funding ProjectNational Natural Science Foundation of China[21871253] ; National Natural Science Foundation of China[21472185] ; National Basic Research Program of China[2015CB856600]
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China
WOS SubjectChemistry, Applied ; Chemistry, Organic
WOS Research AreaChemistry
WOS KeywordONE-POT SYNTHESIS ; KETENE N,S-ACETALS ; THIOBENZOYLKETENE S,N-ACETALS ; THIOAROYLKETENE S,N-ACETALS ; MEDICINAL CHEMISTRY ; EFFICIENT SYNTHESIS ; DIAZO-COMPOUNDS ; DOMINO REACTION ; GENERAL-METHOD ; THIOPHENES
AbstractAn efficient protocol toward trisubstituted 3-aminothiophenes has been developed through a [4+1] cycloaddition of enaminothiones and aldehyde N-tosylhydrazones under transition-metal-free conditions. 3-Aminothiophene derivatives as well as their chiral analogs were obtained in good to excellent yields. Direct interaction of the enaminothiones with the diazo compounds of alpha-carbonyl or ester group-functionalized aldehydes also efficiently afforded the same type of 3-aminothiophenes. The diversity of the synthetic methodology has been demonstrated by the broad substrate scopes and excellent chemoselectivity in cleavage of the C-S, C-O, and C-N bonds in enaminothiones.
Language英语
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China
WOS IDWOS:000450364400015
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/166707
Collection中国科学院大连化学物理研究所
Corresponding AuthorYu, Zhengkun
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China
Recommended Citation
GB/T 7714
Liu, Zhuqing,Wu, Ping,He, Yuan,et al. [4+1] Cycloaddition of Enaminothiones and Aldehyde N-Tosylhydrazones Toward 3-Aminothiophenes[J]. ADVANCED SYNTHESIS & CATALYSIS,2018,360(22):4381-4392.
APA Liu, Zhuqing,Wu, Ping,He, Yuan,Yang, Ting,&Yu, Zhengkun.(2018).[4+1] Cycloaddition of Enaminothiones and Aldehyde N-Tosylhydrazones Toward 3-Aminothiophenes.ADVANCED SYNTHESIS & CATALYSIS,360(22),4381-4392.
MLA Liu, Zhuqing,et al."[4+1] Cycloaddition of Enaminothiones and Aldehyde N-Tosylhydrazones Toward 3-Aminothiophenes".ADVANCED SYNTHESIS & CATALYSIS 360.22(2018):4381-4392.
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