Synthesis of Indenes via Brønsted Acid Catalyzed Cyclization of Diaryl- and Alkyl Aryl-1,3-dienes
作者:Dahan Eom、Sangjune Park、Youngchul Park、Taekyu Ryu、Phil Ho Lee
DOI:10.1021/ol302271w
日期:2012.11.2
Substituted indenes can be synthesized via the Brønsted acid catalyzed cyclization of diaryl- and alkyl aryl-1,3-dienes. In this approach, treatment of symmetric or unsymmetric diaryl- and alkyl aryl-1,3-dienes with a catalytic amount of trifluoromethanesulfonic acid gives a variety of indene derivatives in good to excellent yields under mild conditions.
One-Pot Synthetic Routes to Multiply Substituted Indene Derivatives by Hydrolysis of Zirconocene-Mediated Intermolecular Coupling Reactions of Aromatic Ketones and Alkynes
Two one-pot multicomponent synthetic methods for highly substituted indenes are described. The intermolecularcoupling of aromatic ketones with alkynes on low-valent zirconocene species generates oxazirconacyclopentenes, which upon hydrolysis with 20% HCl for 3 h afforded indene derivatives in good to excellent yields. Similarly, the pair-selective coupling of two identical or different alkynes bearing