• 作者： 宋治中 ; 黃乃正
• 作者服務機構： Dept. of Chemistry, The Chinese Univ. of Hong Kong, Shatin, Hong Kong
• 中文摘要： Tris [ 4-(substituted)furan-3-yl ] boroxines (2), prepared from the corresponding 4-(substituted)-3-(trimethylsilyl)furan (1), were converted successfully to 4-(substituted)-3-(tributylstannyl)furans (3) through palladium-catalyzed cross-coupling reactions with tributylstannyl chloride. Palladium-catalyzed cross-coupling reactions of (3) with organohalides afforded 3,4- disubstituted furans (4). Regiospecific iodination of 4-(trimethylsilyl)-3-(tributylstannyl)furan gave 4-iodo-3-( trimethylsilyl)furan, which reacted with excess ethyl acrylate under a common Heck-condition to produce 2,3- bis(trans-ethoxycarbonylvinyl)-4-(trimethylsilyl)furan (6). A thermal 6.pi.-electrocyclic reaction followed by dehydration converted (6) into benzo [ 2,3-b ] furan. Oxidation of (2) generated the corresponding 4-substituted- 3(2H)-furanones.
• 英文摘要： --
• 中文關鍵字： Disubstituted Furan; Boroxine; Furanone; Synthesis
• 英文關鍵字： 雙取代喃；8-羥硼類；喃酮；合成