Studies on the synthesis of xanthones .10. Synthesis of furanoxanthones

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作者：
Patel, GN
Trivedi, KN
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INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY | 1996年 / 5卷 / 04期
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O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Claisen rearrangement of 3-(3-phenyl-2-propenyloxy) xanthone (1) gave 3-hydroxy-4-(1-phenyl-2-propenyl) xanthone (2) and trans-2,3-dihydro-2-methyl-3-phenyl-(9H)-furo (3,2-b) xanthone (3) which on dehydrogenation with Pd/C furnished 2-methyl-3-phenyl-(9H)-furo (3,2-b) xanthone (4). 2,4-Dimethyl-3-phenyl-(11 H)-furo (3,2-d) xanthone (8) and 2-methyl-3-phenyl-(4H) furo (2,3-d) xanthone (11) were similarly synthesised from 1-(3-phenyl-2-propenyloxy)-3-methylxanthone (5) and 2-(3-phenyl-2-propenyloxy) xanthone (9). The stereochemistry of the intermediate 2,3-disubstituted 2,3-dihydro furanoxanthones was established by H-1 NMR spectra.
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页码：249 / 252
页数：4
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