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A Novel Method for Synthesis of 2,3,4-Trisubstituted Furans

A Novel Method for Synthesis of 2,3,4-Trisubstituted Furans
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摘要 Intermolecular addition-cyclization of 1, 3-dicarbonyl compounds with arylbromo- allenes in K2CO3 mediated condition afforded 2, 3, 4-trisubstituted furans in good yield. Intermolecular addition-cyclization of 1, 3-dicarbonyl compounds with arylbromo- allenes in K2CO3 mediated condition afforded 2, 3, 4-trisubstituted furans in good yield.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2006年第11期1421-1422,共2页 中国化学快报(英文版)
基金 We are grateful to the National Natural Science Foundation of China(No.20472072,20332060).
关键词 Bromoallene polysubstituted furans allyl dication equivalent. Bromoallene, polysubstituted furans, allyl dication equivalent.
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  • 7[7]Selected data 3a:Oil.1H NMR (400 MHz,CDCl3,δ ppm):7.45-7.42 (d,2 H,J = 8.4 Hz),7.08-7.06 (t,1 H,J = 3.2 Hz),6.96-6.94 (d,2 H,J = 8.4 Hz),5.21 (d,2 H,J = 3.2 Hz),2.43 (s,3 H),2.38 (s,3 H).13C NMR (100 MHz,CDCl3,δ ppm):193.8,175.3,138.2,136.9,131.5,129.1,119.3,117.1,115.0,74.8,31.2,16.7.IR (neat):1645,1630,1586,1397,1221,999 cm-1.MS (EI):m/z (%) 294 (M++2,14.2),292 (M+,14.83),43 (100).Anal.Calcd.for C14H13BrO2:C,57.36; H,4.47; Found:C,57.32; H,4.50.3e:1H NMR (400 MHz,CDCl3,δ ppm):7.46-7.44 (d,2 H,J= 8.4 Hz),7.23 (t,1 H,J= 3.1 Hz),6.99-6.97 (d,2 H,J= 8.4 Hz),5.35 (d,2 H,J = 3.1 Hz),2.43 (s,2 H),2.33 (s,2 H),1.14 (s,6 H).13C NMR (100 MHz,CDCl3,δ ppm):193.5,182.2,136.7,134.2,132.0,131.6,129.1,119.6,115.6,76.6,52.0,38.4,33.9,28.5.IR(neat):1651,1628,1600,1365,1045 cm-1.MS (EI):m/z (%) 334 (M++2,100),332 (M+,98.7).Anal.Calcd.for C17H17BrO2:C,61.28; H,5.14; Found:C,61.19; H,5.17.

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