Vinylethylene Carbonates as alpha,beta-Unsaturated Aldehyde Surrogates for Regioselective [3+3] Cycloaddition

doi:10.1021/acs.orglett.9b02266

	Vinylethylene Carbonates as alpha,beta-Unsaturated Aldehyde Surrogates for Regioselective [3+3] Cycloaddition
	Xu, Yi 1,2,3; Chen, Lu 1,2,3; Yang, Yu-wen 1,2,3; Zhang, Zhiqiang 4; Yang, Weibo 1,2,3,4
刊名	ORGANIC LETTERS
	2019-09-06
卷号	21 期号:17 页码:6674-6678
ISSN号	1523-7060
DOI	10.1021/acs.orglett.9b02266
通讯作者	Yang, Weibo(yweibo@simm.ac.cn)
英文摘要	Herein, we report a novel stepwise addition-controlled ring size method, to access tetrahydropyrimidines through an operationally simple [3 + 3] cycloaddition of vinylethylene carbonates with triazinanes. Interestingly, we could also use this method for a [3 + 3] oxidative cycloaddition, which allows the facile synthesis of polysubstituted terphenyls under mild conditions. Mechanistic studies suggest that vinylethylene carbonates could generate alpha,beta-unsaturated aldehydes as 3-carbon synthons for cycloaddition via a combination process of Pd-catalyzed decarboxylation and beta-H elimination.
资助项目	100 talent program of the Chinese Academy of Sciences ; Chinese NSF[21702217] ; 1000-Youth Talents Plan ; Shanghai-Youth Talent ; National Science & Technology Major Project Key New Drug Creation and Manufacturing Program, China[2018ZX09711002-006] ; Shanghai-Technology innovation Action Plan[18JC1415300] ; Shanghai Phosphor Science Foundation[19QA1410700]
WOS关键词	DECARBOXYLATIVE CYCLOADDITION ; DIVERGENT SYNTHESIS ; CONSTRUCTION ; HETEROCYCLES ; REGIODIVERGENT ; DERIVATIVES
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000485089300019
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/288710]
专题	中国科学院上海药物研究所
通讯作者	Yang, Weibo
作者单位	1.Chinese Acad Sci, SIMM, Key Lab Receptor Res, Shanghai, Peoples R China 2.Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Materia Med, Dept Med Chem, 555 Chong Zhi Rd, Shanghai, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Univ Sci & Technol Liaoning, Educ Dept Liaoning Prov, Key Lab Funct Mat, Anshan 114051, Peoples R China
推荐引用方式 GB/T 7714	Xu, Yi,Chen, Lu,Yang, Yu-wen,et al. Vinylethylene Carbonates as alpha,beta-Unsaturated Aldehyde Surrogates for Regioselective [3+3] Cycloaddition[J]. ORGANIC LETTERS,2019,21(17):6674-6678.
APA	Xu, Yi,Chen, Lu,Yang, Yu-wen,Zhang, Zhiqiang,&Yang, Weibo.(2019).Vinylethylene Carbonates as alpha,beta-Unsaturated Aldehyde Surrogates for Regioselective [3+3] Cycloaddition.ORGANIC LETTERS,21(17),6674-6678.
MLA	Xu, Yi,et al."Vinylethylene Carbonates as alpha,beta-Unsaturated Aldehyde Surrogates for Regioselective [3+3] Cycloaddition".ORGANIC LETTERS 21.17(2019):6674-6678.