A novel method for the synthesis of C2‐quaternary indole‐3‐ones via palladium‐catalyzed one‐pot transformation of 2‐alkynyl arylazides is described. The reaction produced in moderate to excellent yields under mild conditions. This novel rearrangement of 1‐H‐indole‐3‐sulfonates represents an important contribution to the application of aryl sulfonates.magnified image
An efficient method for the synthesis of 1H-indole-3-sulfonates via palladium-catalyzed tandem reactions of 2-alkynyl arylazides with sulfonic acids has been developed. The desired products were obtained in good to excellent yields under mild reaction conditions. The reactions were shown to proceed very fast, in most cases, within 10 min.
An efficient method to prepare 6‐(2‐azidophenyl)‐4H‐1,3‐dioxins and 4,5‐dihydro[1,3]dioxino[5,4‐b]indoles by gold‐catalyzed tandem‐annulation of 3‐(2‐azidophenyl)prop‐2‐yn‐1‐ols with aldehydes was examined. The reactions afforded the products in moderate to excellent yields under mild reaction conditions. Uniquely, the reactions proceeded with complete control of product chemoselectivity for a variety of 3‐(2‐azidophenyl)prop‐2‐yn‐1‐ols in the presence of 2‐dicyclohexylphosphino‐2′,4′,6′‐triisopropylbiphenylgold(I) bis(trifluoromethanesulfonyl)imide (XPhosAuNTf2).
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