引用本文:
Shrong Shi LIN, Jun Hua YU, Jian Mei WANG, Bo YANG, Xiu Lin YE. The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl-2-phenylfurans by Friedel-Crafts Acylation Reactions[J]. Chinese Chemical Letters,
2000, 11(1): 11-14.
Citation: Shrong Shi LIN, Jun Hua YU, Jian Mei WANG, Bo YANG, Xiu Lin YE. The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl-2-phenylfurans by Friedel-Crafts Acylation Reactions[J]. Chinese Chemical Letters, 2000, 11(1): 11-14.
Citation: Shrong Shi LIN, Jun Hua YU, Jian Mei WANG, Bo YANG, Xiu Lin YE. The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl-2-phenylfurans by Friedel-Crafts Acylation Reactions[J]. Chinese Chemical Letters, 2000, 11(1): 11-14.
The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl-2-phenylfurans by Friedel-Crafts Acylation Reactions
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.
English
The Synthesis of 4-Arylcarbonyl-3-methoxycarbonyl-2-phenylfurans by Friedel-Crafts Acylation Reactions
Abstract:
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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Key words:
- Friedel-Crafts acylation
- / selective mono hydrolysis
- / furofuran lignan
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