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

页码：7817 / 7820

页数：4

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