Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes  

Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes

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作  者:Wei Ding Xiaoxin Shi Xia Lu 

机构地区:[1]Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China

出  处:《Chinese Journal of Chemistry》2015年第11期1276-1286,共11页中国化学(英文版)

基  金:We are grateful to the National Natural Science Foundation of China (No. 20972048) for the financial support of this work

摘  要:A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.

关 键 词:ISOCHROMAN STILBENE INDENE CYCLIZATION ring-opening synthetic methodology 

分 类 号:O643.36[理学—物理化学] TB333[理学—化学]

 

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