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Solvent-controlled nucleophilic trifluoromethylthiolation of Morita-Baylis-Hillman carbonates: dual roles of DABCO in activating the Zard's trifluoromethylthiolation reagent and the MBH carbonates
Alternative Title溶剂控制的MBH反应产物的亲核硫三氟甲基化反应: DABCO的双重活化作用
Yang HB(杨海斌); Fan X(樊星); Wei Y(魏音); Shi M(施敏)
2015
Source PublicationOrg. Chem. Front.
Volume2Issue:9Pages:1088-1093
AbstractA novel amine-catalyzed nucleophilic trifluoromethylthiolation between Morita-Baylis-Hillman carbonates and O-octadecyl-S-trifluorothiolcarbonate has been developed. The regioselectivity of this reaction can be controlled by choosing different solvents, affording primary allylic SCF3 products in THF and secondary allylic SCF3 products in CHCl3 as major products. The mechanistic investigation indicated that DABCO plays a dual role in activating the Zard's trifluoromethylthiolation reagent and the MBH carbonates.
Subtype论文
Subject Area金属有机化学
DOI10.1039/c5qo00198f
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000364449800018
Citation statistics
Cited Times:12[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39665
Collection金属有机化学国家重点实验室
Corresponding AuthorWei Y(魏音); Shi M(施敏)
Affiliation中科院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
Yang HB,Fan X,Wei Y,et al. Solvent-controlled nucleophilic trifluoromethylthiolation of Morita-Baylis-Hillman carbonates: dual roles of DABCO in activating the Zard's trifluoromethylthiolation reagent and the MBH carbonates[J]. Org. Chem. Front.,2015,2(9):1088-1093.
APA 杨海斌,樊星,魏音,&施敏.(2015).Solvent-controlled nucleophilic trifluoromethylthiolation of Morita-Baylis-Hillman carbonates: dual roles of DABCO in activating the Zard's trifluoromethylthiolation reagent and the MBH carbonates.Org. Chem. Front.,2(9),1088-1093.
MLA 杨海斌,et al."Solvent-controlled nucleophilic trifluoromethylthiolation of Morita-Baylis-Hillman carbonates: dual roles of DABCO in activating the Zard's trifluoromethylthiolation reagent and the MBH carbonates".Org. Chem. Front. 2.9(2015):1088-1093.
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