Alkylindan synthesis via an intermolecular [3+2] cycloaddition between unactivated alkenes and in situ generated p-quinomethanes

被引:31
作者
Kim, S [1 ]
Kitano, Y [1 ]
Tada, M [1 ]
Chiba, K [1 ]
机构
[1] Tokyo Univ Agr & Technol, Bioorgan Chem Lab, Fuchu, Tokyo 1838509, Japan
关键词
addition reactions; cyclization; indanes/hydrindane; phenols;
D O I
10.1016/S0040-4039(00)01216-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkylindans were synthesized by the intermolecular [3+2] cycloaddition of in situ generated p-quinomethanes and aliphatic alkenes. In a highly concentrated lithium perchlorate in nitromethane, p-quinomethanes were generated by DDQ oxidation of corresponding alkylphenols, and the desired cycloaddition reaction was completed efficiently to give various indans. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7079 / 7083
页数:5
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