One-Pot Approach to Installing Eight-Membered Rings onto Indoles

被引：50
|
作者：
Zhu, Can [1 ]
Zhang, Xue [1 ]
Lian, Xiongdong [1 ]
Ma, Shengming [1 ,2 ]
机构：
[1] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
[2] E China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Dept Chem, Shanghai 200062, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 31期
关键词：
allenes; cyclization; heterocycles; indium; palladium; SUBSTITUTED ALLENES; REARRANGEMENT; DERIVATIVES; ALKYNES; CYCLOADDITIONS; ANTIDEPRESSANT; REAGENTS; IODIDES; GOLD;
D O I：
10.1002/anie.201202971
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ring fusion: The Pd0-catalyzed reaction of 2-allyl-3-iodo-1- tosyl-1H-indoles and propargylic bromides affords dihydrocycloocta[b]indoles (see scheme; M.S.=molecular sieves, TFP=tris(2-furyl)phosphine, Ts=4-toluenemethanesulfonyl), and proceeds by carbon-carbon coupling, [1,5]-hydrogen migration, and electrocyclization. The newly established method was used to efficiently access iprindole. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：7817 / 7820
页数：4
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