Palladium-Catalyzed Coupling of Propargylic Carbonates with N-Tosylhydrazones: Highly Selective Synthesis of Substituted Propargylic N-Sulfonylhydrazones and Vinylallenes

被引：77

作者：

Chen, Zi-Sheng ^{[1
]}

Duan, Xin-Hua ^{[2
]}

Wu, Lu-Yong ^{[3
]}

Ali, Shaukat ^{[1
]}

Ji, Ke-Gong ^{[1
]}

Zhou, Ping-Xin ^{[1
]}

Liu, Xue-Yuan ^{[1
]}

Liang, Yong-Min ^{[1
]}

机构：

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

[2] Xi An Jiao Tong Univ, Fac Sci, Dept Appl Chem, Xian 710049, Peoples R China

[3] Hainan Normal Univ, Minist Educ, Key Lab Trop Med Plant Chem, Hainan 571158, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 25期

基金：

美国国家科学基金会;

关键词：

allenes; cross-coupling; N-tosylhydrazones; palladium; propargylic substitution; ALPHA-DIAZOCARBONYL COMPOUNDS; NUCLEOPHILIC-SUBSTITUTION; ORGANIC-SYNTHESIS; BENZYL BROMIDES; ALLYL HALIDES; ARYL HALIDES; ESTERS; ALLENES; AMINATION; COMPLEXES;

D O I：

10.1002/chem.201100248

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient palladium-catalyzed coupling of propargylic carbonates (1) with N-tosylhydrazones (2, 2′) has been carried out. A wide range of propargylic N-sulfonylhydrazones (3) and multisubstituted vinylallenes (4) can be obtained selectively by using either [PdCl2(CH3CN) 2] or [Pd2(dba)3] as catalysts. (dba=trans,trans-dibenzylideneacetone, dppp=propane-l,3- diylbis(diphenylphosphane), Ts=4-toluenesulfonyl.) Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：6918 / 6921

页数：4

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