Palladium-Catalyzed Aminosulfonylation of Aryl Iodides by using Na2SO3 as the SO2 Source

被引：78

作者：

Li, Wanfang ^{[1
]}

Li, Haoquan ^{[1
]}

Langer, Peter ^{[1
]}

Beller, Matthias ^{[1
]}

Wu, Xiao-Feng ^{[1
]}

机构：

[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 15期

关键词：

Synthetic methods; Cross-coupling; Aminosulfonylation; Palladium; Sulfur; SULFUR-DIOXIDE INSERTION; EX-SITU; HALIDES; 3-COMPONENT; CARBONYLATION; ACCESS; SULFONAMIDE; DABSO; ACIDS; SCOPE;

D O I：

10.1002/ejoc.201402212

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We realized an interesting palladium-catalyzed aminosulfonylation of aryl iodides by using Na2SO3 as a cheap SO2 source. In most cases, the yields were comparable to those reported by using the 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABCO2SO(2), DABSO) as the SO2 source.

引用

页码：3101 / 3103

页数：3

共 41 条

[31] One-pot three-component sulfone synthesis exploiting palladium-catalysed aryl halide aminosulfonylation [J].

Richards-Taylor, Charlotte S. ;

Blakemore, David C. ;

Willis, Michael C. .

CHEMICAL SCIENCE, 2014, 5 (01) :222-228

[32] THE RAMAN-SPECTRA OF SOME MOLECULAR-COMPLEXES OF 1-AZABICYCLO[2.2.2]OCTANE AND 1,4-DIAZABICYCLO[2.2.2]OCTANE [J].

SANTOS, PS ;

MELLO, MTS .

JOURNAL OF MOLECULAR STRUCTURE, 1988, 178 :121-133

[33] Palladium-Catalyzed Sulfination of Aryl and Heteroaryl Halides: Direct Access to Sulfones and Sulfonamides [J].

Shavnya, Andrei ;

Coffey, Steven B. ;

Smith, Aaron C. ;

Mascitti, Vincent .

ORGANIC LETTERS, 2013, 15 (24) :6226-6229

[34] SULFUR DIOXIDE INSERTION REACTIONS OF TRANSITION METAL ALKYLS AND RELATED COMPLEXES [J].

WOJCICKI, A .

ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (10) :344-&

[35]

WOJCICKI A, ADV ORGANOMET CHEM, V12, P31

[36] DABCO-Bis(sulfur dioxide), DABSO, as a Convenient Source of Sulfur Dioxide for Organic Synthesis: Utility in Sulfonamide and Sulfamide Preparation [J].

Woolven, Holly ;

Gonzalez-Rodriguez, Carlos ;

Marco, Isabel ;

Thompson, Amber L. ;

Willis, Michael C. .

ORGANIC LETTERS, 2011, 13 (18) :4876-4878

[37] Synthesis of Heterocycles via Palladium-Catalyzed Carbonylations [J].

Wu, Xiao-Feng ;

Neumann, Helfried ;

Beller, Matthias .

CHEMICAL REVIEWS, 2013, 113 (01) :1-35

[38] Palladium-catalyzed carbonylative coupling reactions between Ar-X and carbon nucleophiles [J].

Wu, Xiao-Feng ;

Neumann, Helfried ;

Beller, Matthias .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :4986-5009

[39] A palladium-catalyzed reaction of aryl halides, potassium metabisulfite, and hydrazines [J].

Ye, Shengqing ;

Wu, Jie .

CHEMICAL COMMUNICATIONS, 2012, 48 (80) :10037-10039

[40] A palladium-catalyzed three-component coupling of arylboronic acids, sulfur dioxide and hydrazines [J].

Ye, Shengqing ;

Wu, Jie .

CHEMICAL COMMUNICATIONS, 2012, 48 (62) :7753-7755

← 1 2 3 4 5 →