Microwave-assisted palladium-catalysed carbonylations of aryl and heteroaryl halides with sulfamide nucleophiles utilising a solid CO source

被引:15
作者
Liptrot, David [1 ]
Alcaraz, Lilian [1 ]
Roberts, Bryan [1 ]
机构
[1] AstraZeneca R&D Charnwood, Dept Chem, Loughborough LE11 5RH, Leics, England
关键词
Carbonylation; Palladium; Homogeneous catalysis; Microwave chemistry; Sulfamides; Acyl sulfamides; CARBON-MONOXIDE SOURCE; ENHANCED AMINOCARBONYLATIONS; PROMOTED AMINOCARBONYLATION; N-ARYL; MO(CO)(6); CHLORIDES; WATER;
D O I
10.1016/j.tetlet.2010.08.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mo(CO)(6) acts as a source of carbon monoxide for the palladium-catalysed, microwave-assisted, carbonylative coupling of aryl or heteroaryl halides with sulfamide nucleophiles to yield aryl and heteroaryl acyl sulfamides. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:5341 / 5343
页数:3
相关论文
共 23 条
[1]   POTENTIAL ANTI-ATHEROSCLEROTIC AGENTS .3. SUBSTITUTED BENZOIC AND NON BENZOIC-ACID ANALOGS OF CETABEN [J].
ALBRIGHT, JD ;
DEVRIES, VG ;
DU, MT ;
LARGIS, EE ;
MINER, TG ;
REICH, MF ;
SHEPHERD, RG .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (10) :1393-1411
[2]   Novel N-aryl and N-heteroaryl sulfamide synthesis via palladium cross coupling [J].
Alcaraz, L ;
Bennion, C ;
Morris, J ;
Meghani, P ;
Thom, SM .
ORGANIC LETTERS, 2004, 6 (16) :2705-2708
[3]  
GENTLES RG, 2007, Patent No. 2007275930
[4]   Rapid palladium-catalyzed synthesis of esters from aryl halides utilizing Mo(CO)6 as a solid carbon monoxide source [J].
Georgsson, J ;
Hallberg, A ;
Larhed, M .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2003, 5 (04) :350-352
[5]   KINETICS AND MECHANISM OF SOLVOLYSIS OF N-ARYL SULFURIC DIAMIDES [J].
KAVALEK, J ;
KRALIKOVA, U ;
MACHACEK, V ;
SEDLAK, M ;
STERBA, V .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1990, 55 (01) :202-222
[6]   Microwave-promoted aminocarbonylations of aryl chlorides using Mo(CO)6 as a solid carbon monoxide source [J].
Lagerlund, O ;
Larhed, M .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2006, 8 (01) :4-6
[7]   Microwave-promoted aminocarbonylation of aryl triflates using Mo(CO)6 as a solid CO source [J].
Odell, Luke R. ;
Savmarker, Jonas ;
Larhed, Mats .
TETRAHEDRON LETTERS, 2008, 49 (42) :6115-6118
[8]  
Raboisson P. J. M. B., 2009, PCT Int. Appl., Patent No. [WO 2009080836A2 20090702, 2009080836]
[9]  
RAVINDRANADH VS, 2006, J MED CHEM, V49, P31
[10]   The role of sulfamide derivatives in medicinal chemistry: a patent review (2006-2008) [J].
Reitz, Allen B. ;
Smith, Garry R. ;
Parker, Michael H. .
EXPERT OPINION ON THERAPEUTIC PATENTS, 2009, 19 (10) :1449-1453