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

被引:22
作者
Alonso-Maranon, Lorena
Sarandeses, Luis A.
Montserrat Martinez, M. [1 ,2 ]
Perez Sestelo, Jose [1 ,2 ]
机构
[1] Univ A Coruna, CICA, E-15071 La Coruna, Spain
[2] Univ A Coruna, Dept Quim, E-15071 La Coruna, Spain
来源
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 15期
关键词
CATALYZED INTRAMOLECULAR HYDROARYLATION; RING-CLOSURE; ORGANIC-SYNTHESIS; TANDEM CATALYSIS; BALDWIN RULES; PI-ACTIVATION; ALKYNES; CYCLIZATION; GOLD; CYCLOISOMERIZATION;
D O I
10.1039/c8qo00457a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2308 / 2312
页数:5
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