Sulfinate derivatives: dual and versatile partners in organic synthesis

被引:253
作者
Aziz, Jessy [1 ]
Messaoudi, Samir [1 ]
Alami, Mouad [1 ]
Hamze, Abdallah [1 ]
机构
[1] Univ Paris Sud, CNRS, Chim Therapeut Lab,LabEx,Fac Pharm,LERMIT, BioCIS UMR 8076,Equipe Labellisee Ligue Canc, F-92296 Chatenay Malabry, France
关键词
PALLADIUM-CATALYZED DIRECT; DIRECT OXIDATIVE CONVERSION; SULFUR-DIOXIDE SURROGATE; ARENESULFINIC ACID SALTS; CROSS-COUPLING REACTION; C-H ARYLATION; DIRECT ESI-MS; VINYL SULFONES; EFFICIENT SYNTHESIS; BENZENESULFONYL CHLORIDES;
D O I
10.1039/c4ob01727g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sulfinic acids and their salts have recently emerged as versatile coupling partners to efficiently access a wide variety of hetero- and carbocyclic compounds, under relatively mild conditions. Their growing importance is attributable to their dual capacity for acting as nucleophilic or electrophilic reagents. This report summarizes recent advances in the preparation and use of sulfinates in organic synthesis.
引用
收藏
页码:9743 / 9759
页数:17
相关论文
共 135 条
[1]  
Acton Q. A., 2013, SULFONES ADVANCES IN
[2]   REACTIONS OF SULPHONYL CHLORIDE-NN-DIMETHYLFORMAMIDE COMPLEXES [J].
ALBRIGHT, JD ;
BENZ, E ;
LANZILOTTI, AE ;
GOLDMAN, L .
CHEMICAL COMMUNICATIONS, 1965, (17) :413-+
[3]   SULFONE FORMATION DURING SULFINATION OF THE ALKYL GRIGNARD REAGENT [J].
ALLEN, P ;
REHL, WR ;
FUCHS, PE .
JOURNAL OF ORGANIC CHEMISTRY, 1955, 20 (09) :1237-1239
[4]   Aliphatic sulfinic acids I Analysis and identification [J].
Allen, P .
JOURNAL OF ORGANIC CHEMISTRY, 1942, 7 (01) :23-30
[5]   Novel C-H functionalization of arenes: palladium-catalyzed synthesis of diaryl sulfides [J].
Anbarasan, Pazhamalai ;
Neumann, Helfried ;
Beller, Matthias .
CHEMICAL COMMUNICATIONS, 2011, 47 (11) :3233-3235
[6]  
Anderson K.K., 1979, COMPREHENSIVE ORGANI, V3
[7]   Nanomolar Potency and Metabolically Stable Inhibitors of Kidney Urea Transporter UT-B [J].
Anderson, Marc O. ;
Zhang, Jicheng ;
Liu, Yan ;
Yao, Chenjuan ;
Phuan, Puay-Wah ;
Verkrnan, A. S. .
JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (12) :5942-5950
[8]   Cycloadditions and Cyclizations of Acetylenic, Allenic, and Conjugated Dienyl Sulfones [J].
Back, Thomas G. ;
Clary, Kristen N. ;
Gao, Detian .
CHEMICAL REVIEWS, 2010, 110 (08) :4498-4553
[9]   Copper-catalyzed reductive coupling of aryl sulfonyl chlorides with H-phosphonates leading to S-aryl phosphorothioates [J].
Bai, Jie ;
Cui, Xiuling ;
Wang, Hui ;
Wu, Yangjie .
CHEMICAL COMMUNICATIONS, 2014, 50 (64) :8860-8863
[10]  
BARCO A, 1974, SYNTHESIS-STUTTGART, P877