Full Paper
Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes
Wei Ding,
Xiaoxin Shi,
Xia Lu,
Wei Ding
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
Search for more papers by this authorCorresponding Author
Xiaoxin Shi
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China, Tel.: 0086-021-64252052; Fax: 0086-021-64252052Search for more papers by this authorXia Lu
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
Search for more papers by this authorWei Ding,
Xiaoxin Shi,
Xia Lu,
Wei Ding
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
Search for more papers by this authorCorresponding Author
Xiaoxin Shi
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China, Tel.: 0086-021-64252052; Fax: 0086-021-64252052Search for more papers by this authorXia Lu
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
Search for more papers by this authorAbstract
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.
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