title: In Situ Formed Acetal-Facilitated Synthesis of Substituted Indene Derivatives from o-Alkenylbenzaldehydes.
abstract: A new protocol has been developed for the synthesis of indene derivatives in a diastereoselective manner from o-alkenylbenzaldehydes and enolizable ketones in the presence of trimethyl orthoformate and catalytic triflic acid. This method involves tandem in situ formed acetal-assisted Claisen-Schmidt condensation followed by 5-exo-trig cyclization/Michael addition in one-pot. It has also been shown that the chalcones derived from o-alkenylbenzaldehydes and ketones can effectively be transformed into indene derivatives in the presence of TfOH catalyst alone.
authors.affiliation: School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad 500046, India.
authors.forename: Seetharaman
authors.initials: S
authors.lastname: Manojveer
authors.affiliation: School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad 500046, India.
authors.forename: Rengarajan
authors.initials: R
authors.lastname: Balamurugan
mesh_terms: D000080:Acetals / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000080:Acetals; D001547:Benzaldehydes; D007192:Indenes; C093581:indene