Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-lodocarbazoles via Selective 1,2-Alkyl Migration

被引:29
|
作者
Yaragorla, Srinivasarao [1 ]
Bag, Debojyoti [1 ]
Dada, Ravikrishna [1 ]
Jose, K. V. Jovan [1 ]
机构
[1] Univ Hyderabad, Sch Chem, PO Cent Univ, Hyderabad 500046, India
来源
ACS OMEGA | 2018年 / 3卷 / 11期
关键词
HOLE-TRANSPORTING MATERIALS; CROSS-COUPLING REACTIONS; CARBAZOLE SYNTHESIS; CATALYZED SYNTHESIS; ORGANIC-SYNTHESIS; FACILE SYNTHESIS; HOST MATERIALS; CYCLIZATION; ALKALOIDS; POLYCARBAZOLES;
D O I
10.1021/acsomega.8b02393
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we disclose the first report on iodo-cycloisomerization of 1-(indol-3-yl)-1-arylbut-3-yn-2-ols to form 3-iodocarbazoles. The synthesis proceeds through a cascade 5-endo-spirocyclization, followed by selective 1,2-alkyl migration. This method governs the green synthesis principles such as open-flask reaction, AcOEt as the solvent, rt reaction with short time, use of iodine, and broad substrate scope with atom and step economy.
引用
收藏
页码:15024 / 15034
页数:11
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