A Novel Iodine-Promoted Tandem Cyclization: An Efficient Synthesis of Substituted 3,4-Diiodoheterocyclic Compounds

被引：58

作者：

Ji, Ke-Gong ^{[1
]}

Zhu, Hai-Tao ^{[1
]}

Yang, Fang ^{[1
]}

Shu, Xing-Zhong ^{[1
]}

Zhao, Shu-Chun ^{[1
]}

Liu, Xue-Yuan ^{[1
]}

Shaukat, Ali ^{[1
]}

Liang, Yong-Min ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 21期

关键词：

allenes; cyclization; heterocycles; iodine; propargyl carbocations; ELECTROPHILIC CYCLIZATION; CATALYZED TANDEM; ALPHA-PYRONES; ISOCOUMARINS; DERIVATIVES; ALKYNES; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; ISOQUINOLINES; NUCLEOPHILES; CHEMISTRY;

D O I：

10.1002/chem.201000518

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Iodine sets allenes ringing: A novel iodine-promoted tandem cyclization reaction of but-2-yne-1,4-diol and 4aminobut-2-yn-l-ol derivatives leading to substituted 3, 4-diiodoheterocyclic compounds has been developed (see scheme). In this reaction, a trace amount of water is needed. Both the iodine anion and cation generated from I2 are used in the reaction. The resulting iodides can then be used in palladium-catalyzed coupling reactions. The reaction conditions are metal-free, mild, and environmentally friendly. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：6151 / 6154

页数：4

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