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Synthesis of fused chromenes by the indium(III)-catalyzed cascade hydroarylation/cycloisomerization reactions of polyyne-type aryl propargyl ethers

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Fused 2H-chromenes are prepared by the cascade hydroarylation/cycloisomerization reactions of polyyne-type aryl propargyl ethers using indium(III) catalysis. The transformation proceeds with 6-endo-dig regioselectivity using InBr3 (5 mol%). The method can… Click to show full abstract

Fused 2H-chromenes are prepared by the cascade hydroarylation/cycloisomerization reactions of polyyne-type aryl propargyl ethers using indium(III) catalysis. The transformation proceeds with 6-endo-dig regioselectivity using InBr3 (5 mol%). The method can be extended to triynes allowing the formation of three bonds in one pot. Indium(III) also catalyzes the hydroamination/hydroarylation cascade reaction of o-aryldiynyl anilines to form fused carbazoles.

Keywords: hydroarylation; hydroarylation cycloisomerization; cascade hydroarylation; fused chromenes; indium iii

Journal Title: Organic chemistry frontiers
Year Published: 2018

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