Exploiting the reactivities ofortho-alkynyl aryl ketones: opportunities in designing catalytic annulation reactions

Abstract

ortho-Alkynyl aryl ketones as highly reactive and versatile synthons have been broadly applied in organic synthesis in the past decade considering their high reactivity and structural diversity. Among numerous transformations...

Acid-Mediated Domino Cyclization of ortho-Formyl Cinnamate Esters: Synthesis of Substituted Indene/Indane Esters and Indeno[a]indenones

“…Owing to the wide-ranging naturally occurring synthetic, biological, and pharmacological significances of indene/indane skeletons, in the recent past, many research groups paid attention to developing simple, novel, and efficient routes to synthesize substituted indenes and indanes. − ,− In this context, recently, the C–H bond activation followed by cyclization pathways for the indene derivatives has been reported independently by the research groups of Dethe, Kuninobu, and Muralirajan . Also, recently the research groups of Murai, Friedfeld, and Bhunia individually disclosed the inter/intramolecular transition metal-catalyzed cyclization routes to synthesize indenes.…”

Catalytic Radical-Triggered Annulation/Iododifluoromethylation of Enynones for the Stereospecific Synthesis of 1-Indenones

“…On the other hand, the functional 1-indanones and relevant derivatives were also found to exist widely in natural products and biologically active molecules, as represented by the processes involving alcoholic fermentation activators and estrogen-binding receptors . Many methods for the construction of 1-indenones have been established, which often involve classical Friedel–Crafts acylation, Grignard reagent-initiated reactions, Heck–Larock cyclization, as well as metal-catalyzed annulation of arylalkynes and recently developed radical addition–cyclization strategy .…”

Copper-catalyzed 1,2,2-trifunctionalization of maleimides with 1,7-enynes and oxime esters via radical relay/1,5-hydrogen-atom transfer

“…Functionalization of alkenes has recently attracted substantial attention as it represents a powerful tool for readily achieving the expansion of molecular complexity to design desired structural motifs, thereby showing great potential for application in medicinal chemistry and functional materials. 1 For these reasons, novel synthetic methods for the functionalization of alkenes have been vigorously developed in depth and breadth over the past decades. In this context, difunctionalization has been proven as one of the well-known models due to the easy control of the addition on the carbon–carbon double bond, which is generally achieved through transition metal-catalyzed (Ni, Cu, Pd, etc .…”