Discovery of Stabilized Bisiodonium Salts as Intermediates in the Carbon-Carbon Bond Formation of Alkynes

被引：81

作者：

Dohi, Toshifumi ^{[1
]}

Kato, Daishi ^{[1
]}

Hyodo, Ryo ^{[1
]}

Yamashita, Daisuke ^{[1
]}

Shiro, Motoo ^{[2
]}

Kita, Yasuyuki ^{[1
]}

机构：

[1] Ritsumeikan Univ, Coll Pharmaceut Sci, Shiga 5258577, Japan

[2] Rigaku Corp, Akishima, Tokyo 1968666, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 16期

基金：

日本学术振兴会;

关键词：

alkynes; bridging ligands; cyclization; iodine; spiro compounds; ALKYNYLARYLIODONIUM TOSYLATES; POLYVALENT IODINE; TERMINAL ALKYNES; IODONIUM SALTS; LEWIS-ACID; CHEMISTRY; FUNCTIONALIZATION; DEAROMATIZATION; CONSTRUCTION; DERIVATIVES;

D O I：

10.1002/anie.201007640

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Ways and means to spirocycles: Pseudocyclic bisiodonium salts 1 stabilized by a secondary bonding interaction - an I III⋯O⋯IIII pseudobridge linkage (circle) -were prepared by C-C bond formation between aryl alkynes and a μ-oxo-bridged hypervalent iodine compound. The synthetic utility of salts 1 was demonstrated by their facile conversion into functionalized spirocycles by treatment with a nucleophile. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3784 / 3787

页数：4

共 41 条

[1]

[Anonymous], 2003, TOPICS CURRENT CHEM

[2] Structural and electronic characteristics of thienyl(aryl)iodonium triflates [J].