Palladium(0)-catalyzed regioselective and multicomponent synthesis of 1,2,3-trisubstituted 1H-Indenes
Palladium(0)-catalyzed regioselective and multicomponent synthesis of 1,2,3-trisubstituted 1H-Indenes
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DOI：
10.1021/ol071107v
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发表时间：
2007-08-02
期刊：
影响因子：
5.2
通讯作者：
Kondo, Yoshinori
中科院分区：
文献类型：
--
作者：
Tsukamoto, Hirokazu;Ueno, Tatsuhiko;Kondo, Yoshinori
描述了在钯(0)催化下，由可用的邻乙炔基苯甲醛衍生物和有机硼试剂多组分合成在1-、2-和3-位具有三个取代基的具有生物学重要意义的茚。在甲醇中的双组分偶联反应提供1H-茚醇，而涉及脂肪族仲胺作为DMF中的第三组分的三组分反应提供1H-茚胺。该方法允许组合制备不对称取代的1H-茚，这是通过以前的合成路线无法制备的。
A multicomponent synthesis of biologically important indenes bearing three substituent groups at the 1-, 2-, and 3-positions from available o-ethynylbenzaldehyde derivatives and organoboron reagents under palladium(0) catalysis is described. A two-component coupling reaction in methanol provides 1H-indenols, whereas a three-component reaction involving secondary aliphatic amines as the third component in DMF affords 1H-indenamines. This method allows combinatorial preparation of unsymmetrically substituted 1H-indenes that cannot be prepared via previous synthetic routes.