从苄基型联萘二砜制备dl-二苯并[c,g]菲  

Preparation of dl-Dibenzophenanthrene by Using Benzyl-type Binaphthyl Disulfone

作　　者：安德烈[1] 谭小华[1] 彭志鸿[1] 邵光[1] 

机构地区：[1]湖南大学化学化工学院,长沙410082

出　　处：《高等学校化学学报》2003年第12期2218-2220,共3页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金 (批准号 :2 0 2 72 0 12 );教育部博士学科点专项基金 (批准号 :2 0 0 2 0 5 3 2 0 0 4)资助

摘　　要：We reported that a benzyl-type binaphthyl disulfone could be conveniently converted into dibenzophenanthrene. Thus, racemic 1 was treated with lithium diisopropylamide (LDA) afforded dl-dibenzophenanthrene in a moderate yield, together with an unknown benzensulfonyl-substituted derivative 2. The structures were confirmed by MS, 1H, 13C NMR and elemental analysis. The reaction might involve the initial intramolecular nucleophilic substitution to produce an intermediate 3, followed by elimination of benzenesulfinic acid to form dibenzophenanthrene.We reported that a benzyl-type binaphthyl disulfone could be conveniently converted into dibenzophenanthrene. Thus, racemic 1 was treated with lithium diisopropylamide (LDA) afforded dl-dibenzophenanthrene in a moderate yield, together with an unknown benzensulfonyl-substituted derivative 2. The structures were confirmed by MS, 1H, 13C NMR and elemental analysis. The reaction might involve the initial intramolecular nucleophilic substitution to produce an intermediate 3, followed by elimination of benzenesulfinic acid to form dibenzophenanthrene.

关 键 词：苄基型联萘二砜 制备 dl-二苯并[c g]菲 反应机理 分子内亲核取代 消除反应 

分 类 号：O625.155[理学—有机化学]