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Synthesis of five- and six-membered dihalogenated heterocyclic compounds by electrophile-triggered cyclization
Department固体润滑国家重点实验室
Ji KG(纪克攻); Zhu HT(祝海涛); Yang F(杨芳); Ali Shaukat; Xia XF(夏晓峰); Yang YF(杨艳芳); Liu XY(刘雪原); Liang YM(梁永民)
2010
Source PublicationJournal of Organic Chemistry
ISSN0022-3263
Volume75Pages:5670-5678
AbstractHighly substituted dihalogenated dihydrofurans, dihydropyrroles, and dihydro-2H-pyrans bearingalkyl, vinyl, aryl, and heteroaryl moieties can be prepared in good to excellent yields (up to 99%) byallowing 1,4-butyne-diol, 4-aminobut-2-yn-1-ol, and pent-2-yne-1,5-diol derivatives to react withdifferent electrophiles (I2, IBr, and ICl) at room temperature. Both halogen atoms generated fromelectrophiles were used effectively. The resulting halides can be further exploited by using palladium-catalyzed coupling reactions. The presence of trace amount of water is essential for this electrophilic cyclization.
Subject Area材料科学与物理化学
Funding Organizationthe NSF (NSF-20732002, NSF-2087205, NSF-20090443);the Fundamental Research Funds for the Central Universities
Indexed BySCI
Language英语
Citation statistics
Cited Times:59[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/3951
Collection固体润滑国家重点实验室(LSL)
Corresponding AuthorLiang YM(梁永民)
Recommended Citation
GB/T 7714
Ji KG,Zhu HT,Yang F,et al. Synthesis of five- and six-membered dihalogenated heterocyclic compounds by electrophile-triggered cyclization[J]. Journal of Organic Chemistry,2010,75:5670-5678.
APA 纪克攻.,祝海涛.,杨芳.,Ali Shaukat.,夏晓峰.,...&梁永民.(2010).Synthesis of five- and six-membered dihalogenated heterocyclic compounds by electrophile-triggered cyclization.Journal of Organic Chemistry,75,5670-5678.
MLA 纪克攻,et al."Synthesis of five- and six-membered dihalogenated heterocyclic compounds by electrophile-triggered cyclization".Journal of Organic Chemistry 75(2010):5670-5678.
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