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Unexpected Synthesis of 2,2'-[1-(4-Methoxyphenoxy)propane-2,2-diyl]bis(5-methoxy-3-methylbenzofuran) 被引量:2

Unexpected Synthesis of 2, 2'-[1-(4-Methoxyphenoxy)propane- 2, 2-diyl]bis(5-methoxy-3-methylbenzofuran)
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摘要 A new bisbenzofuran analogue Ⅶ was achieved unexpectedly in one step procedure from 1-(4-methoxyphenoxy)acetone Ⅰ by using Amberlyst 15 resin as catalyst in excellent yield. The structure was elucidated by spectroscopy analysis including ^1H-NMR, ^13C-NMR, DEPT, ESI-MS, element analysis. A new bisbenzofuran analogue Ⅶ was achieved unexpectedly in one step procedure from 1-(4-methoxyphenoxy)acetone Ⅰ by using Amberlyst 15 resin as catalyst in excellent yield. The structure was elucidated by spectroscopy analysis including ^1H-NMR, ^13C-NMR, DEPT, ESI-MS, element analysis.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第12期1581-1583,共3页 中国化学快报(英文版)
基金 supported by the National Natural Science Foundation of China(20472117,20272085) the Natural Science Foundation of Guangdong Province(031594).
关键词 BENZOFURAN Amberlyst 15 resin CYCLIZATION Benzofuran,Amberlyst 15 resin,cyclization
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  • 10[10]Selected data for compound Ⅶ. Yellow oil (EtOAc/petroleum, 1/20), yield 80%.MS(ESI): 487 [M+H]+. Anal. Calcd. for C30H30O6: C, 74.06; H, 6.21; Found: C, 74.01; H,6.37. 1H NMR(300MHz, CDCl3, TMS, δ ppm): 1.88 (s, 6H, 26-CH3 and 29-CH3), 1.99 (s,3H, 27-CH3), 3.72 (s, 3H, 30-CH3), 3.83 (s, 6H, 25-CH3 and 28-CH3), 4.54 (s, 2H, 18-CH2),6.74-6.86 (m, 8H, 4-CH, 7-CH, 13-CH, 16-CH, 20-CH, 21-CH, 23-CH, 24-CH), 7.29 (dd,2H, J=0.8, 8.5Hz, 6-CH, 15-CH). 13C NMR(75MHz, CDCl3, TMS, δ ppm): 8.2 (26-C,29-C), 22.2 (27-C), 44.0 (9-C), 55.7 (30-C), 56.0 (25-C, 28-C), 73.1 (18-C), 101.6 (4-C,13-C), 111.3 (7-C, 16-C), 111.6 (2-C, 11-C), 112.2 (6-C, 15-C), 114.4 (21-C, 23-C), 115.8(20-C, 24-C), 131.3 (3-C, 12-C), 147.9 (8-C, 17-C), 153.0 (19-C), 153.7 (1-C, 10-C), 153.8(22-C), 155.5 (5-C, 14-C).

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