Progress on the Sulfonylation and Desulfonylative Reactions of Sulfonyl Chlorides

被引:14
作者
Fu, Ying [1 ]
Zhao, Xingling [1 ]
Hou, Bo [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Peoples R China
基金
中国国家自然科学基金;
关键词
sulfonyl chloride; cross-coupling reaction; desulfitative; CROSS-COUPLING REACTIONS; PALLADIUM-CATALYZED CYANATION; N-HETEROCYCLIC CARBENES; CARBON BOND FORMATION; ARENESULFONYL CHLORIDES; ARYL BROMIDES; ARYLSULFONYL CHLORIDES; SUZUKI-MIYAURA; ALKENESULFONYL CHLORIDES; RECYCLABLE CATALYSTS;
D O I
10.6023/cjoc201512017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Being an active class of electrophiles, the desulfitative cross-couplings of sulfonyl chlorides has emerged as a hot issue nowadays. Under suitable temperature and transitional metal catalysis, sulfonyl chlorides efficiently cross-coupled with a wide range of nucleophiles which were potential in several important organic synthesis. The transitional metal catalyzed desulfitative coupling reactions of sulfonyl chlorides are briefly reviewed and are compared with their corresponding sulfonylation reaction in order to find the key factors that determine desulfonation and further providing reliable proposal for future researches.
引用
收藏
页码:1184 / 1196
页数:13
相关论文
共 126 条
[1]   Solvent-less and fluoride-free hiyama reaction of arylsiloxanes with aryl bromides and chlorides promoted by sodium hydroxide:: A useful protocol for palladium recycling and product isolation [J].
Alacid, Emilio ;
Najera, Carmen .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (7-8) :945-952
[2]   Recent developments and perspectives in palladium-catalyzed cyanation of aryl halides: synthesis of benzonitriles [J].
Anbarasan, Pazhamalai ;
Schareina, Thomas ;
Beller, Matthias .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5049-5067
[3]  
[Anonymous], 1884, Berichte Dtsch. Chem. Ges, DOI DOI 10.1002/CBER.18840170219
[4]   CHLORINE-ACTIVATION BY REDOX-TRANSFER .4. ADDITION OF SULPHONYL CHLORIDES TO VINYLIC MONOMERS + OTHER OLEFINS [J].
ASSCHER, M ;
VOFSI, D .
JOURNAL OF THE CHEMICAL SOCIETY, 1964, (DEC) :4962-&
[5]   Unsymmetrical diaryl Sulfones through palladium-catalyzed coupling of aryl boronic acids and arylsulfonyl chlorides [J].
Bandgar, BP ;
Bettigeri, SV ;
Phopase, J .
ORGANIC LETTERS, 2004, 6 (13) :2105-2108
[6]   Nucleophilic non-metal assisted trifluoromethylation and perfluoroalkylation reactions of organic substrates [J].
Barata-Vallejo, Sebastian ;
Rosario Torviso, M. ;
Lantano, Beatriz ;
Bonesi, Sergio M. ;
Postigo, Al .
JOURNAL OF FLUORINE CHEMISTRY, 2014, 161 :134-141
[7]   Metal-mediated radical perfluoroalkylation of organic compounds [J].
Barata-Vallejo, Sebastian ;
Postigo, Al .
COORDINATION CHEMISTRY REVIEWS, 2013, 257 (21-22) :3051-3069
[8]  
BLUM J, 1966, TETRAHEDRON LETT, P3041
[9]   Preparation of polymer-supported palladium/N-heterocyclic carbene complex for Suzuki cross-coupling reactions [J].
Byun, JW ;
Lee, YS .
TETRAHEDRON LETTERS, 2004, 45 (09) :1837-1840
[10]   Kinetic Studies on the Formation of Sulfonyl Radicals and Their Addition to Carbon-Carbon Multiple Bonds [J].
Chatgilialoglu, Chryssostomos ;
Mozziconacci, Olivier ;
Tamba, Maurizio ;
Bobrowski, Krzysztof ;
Kciuk, Gabriel ;
Bertrand, Michele P. ;
Gastaldi, Stephane ;
Timokhin, Vitaliy I. .
JOURNAL OF PHYSICAL CHEMISTRY A, 2012, 116 (29) :7623-7628