Palladium(0)-catalyzed regioselective and multicomponent synthesis of 1,2,3-trisubstituted 1H-indenes.
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.
Tsukamoto
Hirokazu
H
Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki-aza aoba 6-3, Sendai 980-8578, Japan. hirokazu@mail.pharm.tohoku.ac.jp
Ueno
Tatsuhiko
T
Kondo
Yoshinori
Y
D002384:Catalysis; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D007192:Indenes; D010165:Palladium