The C(8)-selective nucleophilic cascade cyclization of quinoline -oxide with easily derived 1,6-enyne from phenol derivatives is demonstrated. A variety of quinoline -oxide and alkynes are discovered to be suitable for producing a library of quinoline -oxide tethered -hydrobenzofurans with high yields and excellent functional group tolerance. The utility of the protocol has been accomplished by post-synthetic modification of the cyclized product.
View Article and Find Full Text PDFChem Commun (Camb)
November 2021
A new protocol is developed for the mono- and bis--C-H alkynylation of easily accessible benzamide derivatives using alkynyl bromides at room temperature by merging cobalt and photocatalysts. The diverse reactivity of various alkynyl bromides towards the C-H alkynylation and competing C-H/N-H bond annulation reactions has been demonstrated to give the corresponding products in good yields with excellent functional group tolerance.
View Article and Find Full Text PDFAn efficient protocol for the synthesis of biologically essential pyrroloquinolinones has been developed under Cp*Co catalysis, which involves a cascade reaction of C(7)-H alkenylation with alkynes followed by nucleophilic addition. A wide variety of internal alkynes including enyne, diyne, and ynamide and more challenging terminal alkynes were successfully employed for the annulation in good to excellent yield with high regioselectivity.
View Article and Find Full Text PDFA cross-dehydrogenative coupling of arene carboxylic acids with olefins is reported with ruthenium(II) catalyst employing air and water as green oxidant and solvent, respectively. It offers a robust synthesis of valuable phthalide molecules. A one-pot sequential strategy is also disclosed to access Heck-type products that are apparently difficult to make directly from arene carboxylic acids.
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