Conjugate addition of indoles to nitroalkenes promoted by basic alumina in solventless conditions

被引:55
作者
Ballini, R [1 ]
Clemente, RR [1 ]
Palmieri, A [1 ]
Petrini, M [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
basic alumina; conjugate addition; heterogeneous catalysis; indoles; nitroalkenes; solventless reaction;
D O I
10.1002/adsc.200505339
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Basic alumina is found to promote the conjugate addition of indoles to nitroalkenes in solventless conditions at 60 degrees C. Nitroalkenes can be replaced by nitro alcohols that are converted into nitroolefins under the reaction conditions. Alternatively, a tandem nitroaldol-dehydrAtion allows the utilization of nitroalkanes and aldehydes as remote precursors of reactive nitroalkenes in a 'one-pot' synthesis of 3-substituted indoles.
引用
收藏
页码:191 / 196
页数:6
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