A domino [Pd]-catalysis for the efficient synthesis of fluorenones is presented. The overall reaction proceeds through the formation of a five membered Pd(II)cycle via a highly regioselective ortho C(sp 2 )-H activation(s) of simple benzylamine that combines with external iodo arenes to give ortho arylated products. Significantly, the reaction further activates the C(sp 3 )-H and C(sp 2 )-H (intramolecular oxidative Heck coupling) bonds to give tricyclic imine systems. Then the usual water workup affords the fused tricyclic ketones (fluorenones). Remarkably, this one-pot operation enabled the effective construction of two C−C to three C−C bonds
Palladium-catalysed sequential one-pot synthesis of fluorenones is described. The reaction comprises intermolecular Suzuki coupling and intramolecular acid-mediated cyclisation in a one-pot procedure. The protocol is also applied to the synthesis of fluorenes using a single column purification.
Palladium-catalyzed one-pot synthesis of fluorenones from simple bromobenzaldehydes and arylboronic acids, is presented. The process involves the formation of dual C-C bond without isolating the initial Suzuki coupled product. Significantly, the strategy delivered the products in good to excellent yields and scale-up reaction is also feasible.
A sequential one‐pot Horner‐Wadsworth‐Emmons reaction followed by [Cu]‐catalyzed 1,4‐reduction for an efficient preparation of esters, is described. The protocol showed excellent chemoselectivity and broad functional group tolerance. In addition, the strategy was successfully applied for the synthesis of indanones by using a single column chromatography process.
Palladium‐catalyzed, hydroxy group assisted regioselective mono‐arylation of 2‐hydroxybiphenyls to 2‐hydroxy‐ortho‐terphenyls is presented. Current methodology was amenable on a broad range of 2‐hydroxybiphenyls as well as iodoarenes, and furnished a variety of 2‐hydroxy‐ortho‐terphenyls in good to excellent yields.
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