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http://dx.doi.org/10.5012/bkcs.2010.31.01.031

Efficient Preparation of 3-Fluoropyrrole Derivatives  

Kim, Bo-Mi (Department of Bionanochemistry, Wonkwang University)
San, Quan-Ze (College of Pharmacy, Yanbian University)
Bhatt, Lok Ranjan (Department of Bionanochemistry, Wonkwang University)
Kim, Sung-Kwon (Department of Bionanochemistry, Wonkwang University)
Chai, Kyu-Yun (Department of Bionanochemistry, Wonkwang University)
Publication Information
Bulletin of the Korean Chemical Society / v.31, no.1, 2010 , pp. 31-34 More about this Journal
Abstract
Noble N-substituted-3-fluoropyrroles derivatives were prepared from new precursor via ring formation. The addition reaction of ethyl iododifluoroacetate to vinyl trimethylsilane under the Cu(0) catalyst resulted in the formation of ethyl-2,2-difluoro-4-iodo-4-(trimethylsilyl)butanolate, which reacted with diisobutylaluminium hydride at $-30^{\circ}C$ to yield 2,2-diflouro-4-iodo-4-(trimethylsilyl)butanal. Finally, a series of N-substituted-3-fluoropyrrole derivatives were synthesized by the reaction of 2,2-diflouro-4-iodo-4-(trimethylsilyl)butanal with $NH_4OH$ or primary amines followed by reaction with KF solution.
Keywords
2,2-Difluoro-4-iodo-4-(trimethylsilyl)butanal; $\beta$-Fluoropyrrole; 3,3-Difluoro-5-(trimethylsilyl) pyrrolidin-2-ol; Diisobutylaluminum hydride (DIBAH);
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 7  (Related Records In Web of Science)
Times Cited By SCOPUS : 2
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