Synthesis of furan from allenic sulfide derivatives  

Synthesis of furan from allenic sulfide derivatives

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作  者:PENG LingLing ZHANG Xiu MA Jie ZHONG ZhenZhen ZHANG Zhe ZHANG Yan WANG JianBo 

机构地区:[1]College of Chemistry,Peking University,Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education,Beijing National Laboratory of Molecular Sciences,Beijing 100871,China

出  处:《Science China Chemistry》2009年第10期1622-1630,共9页中国科学(化学英文版)

基  金:Supported by the National Natural Science Foundation of China (Grant Nos. 20832002, 20772003 & 20821062);973 Project (Grant No. 2009CB825300)

摘  要:In this paper, we report the synthesis of furan derivatives from allenic sulfides. By the reaction with NaH, β-Hydroxyl allenic sulfides were found to generate furan products in excellent yields with the removal of phenylthio group. β-Aldehyde allenic sulfides were found to give similar furan products with one more substituent when treated with additional nucleophilic reagents. β-ketone allenic sulfides can also cyclize to give furan derivatives with the promotion of P2O5.In this paper, we report the synthesis of furan derivatives from allenic sulfides. By the reaction with NaH, β-Hydroxyl allenic sulfides were found to generate furan products in excellent yields with the removal of phenylthio group. β-Aldehyde allenic sulfides were found to give similar furan products with one more substituent when treated with additional nucleophilic reagents. β-ketone allenic sulfides can also cyclize to give furan derivatives with the promotion of P2O5.

关 键 词:FURAN ALLENE SYNTHETIC method NUCLEOPHILIC reaction 

分 类 号:O626.11[理学—有机化学]

 

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