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The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl-2-phenylfurans by Friedel-Crafts Acylation Reactions

The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl- 2-phenylfurans by Friedel-Crafts Acylation Reactions

作     者:Shrong Shi LIN Jun Hua YU Jian Mei WANG Bo YANG Xiu Lin YE (Department of Chemistry. Peking University, Beijing 100871) 

作者机构:Department of Chemistry Peking University Beijing 100871 China 

出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))

年 卷 期:2000年第11卷第1期

页      面:11-14页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主  题:Friedel-Crafts acylation selective mono hydrolysis furofuran lignan 

摘      要:Keto esters 8, 4-arylcarbonyl-3-methoxycarbonyl-2-phenylfurans, potential precursors of the synthesis of furofuran lignans, were obtained from dimethyl 2-phenylfuran-3,4-dicarboxylate 2. Diester 2 was selectively hydrolyzed to monoacid 6 followed by converting to its acid chloride 7. Friedel-Crafts acylation reactions of 7 with aromatic compounds afforded keto esters 8. The geometric structures of 8 and its precursors were elucidated and verified by NMR spectra.

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