Tsukamoto Hirokazu, Ueno Tatsuhiko, Kondo Yoshinori
Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki-aza aoba 6-3, Sendai 980-8578, Japan.
Org Lett. 2007 Aug 2;9(16):3033-6. doi: 10.1021/ol071107v. Epub 2007 Jul 6.
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.
描述了一种在钯（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位带有三个取代基的具有生物学重要性的茚的方法。在甲醇中的双组分偶联反应可提供1H-茚醇，而在N,N-二甲基甲酰胺中涉及仲脂肪胺作为第三组分的三组分反应则可得到1H-茚胺。该方法允许组合制备通过先前合成路线无法制备的不对称取代的1H-茚。
