Efficient preparation of 2-indolyl-1-nitroalkane derivatives employing nitroalkenes as versatile Michael acceptors:: New practical linear approach to alkyl 9H-β-Carboline-4-carboxylate

被引:115
作者
Bartoli, G
Bosco, M
Giuli, S
Giuliani, A
Lucarelli, L
Marcantoni, E
Sambri, L
Torregiani, E
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
[2] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
关键词
D O I
10.1021/jo048776w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The combination of cerium(III) chloride heptahydrate and sodium iodide supported on silica gel is known to promote Michael-type additions. Continuing our work on solvent-free conditions, the CeCl3.7H(2)O-NaI-SiO2 system catalyzes the addition of a variety of indoles and nitroalkenes, giving 2-indolyl-1-nitroalkane derivatives in good yields. Development of this method has resulted in a new protocol for the synthesis of 4-substituted beta-carbolines.
引用
收藏
页码:1941 / 1944
页数:4
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