Solvent-Free Buchwald-Hartwig Reaction of Aryl and Heteroaryl Halides with Secondary Amines

被引:50
作者
Topchiy, Maxim A. [1 ]
Asachenko, Andrey F. [1 ]
Nechaev, Mikhail S. [1 ,2 ]
机构
[1] Russian Acad Sci, AV Topchiev Inst Petrochem Synth, Moscow 119991, Russia
[2] Moscow MV Lomonosov State Univ, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
Palladium; Solvent-free reactions; Cross-coupling; Amination; PALLADIUM-CATALYZED AMINATION; COMPLEXES; NHC;
D O I
10.1002/ejoc.201402077
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient solvent-free protocol for the Buchwald-Hartwig amination of (hetero)aryl halides by secondary amines was developed. The reaction is mediated by a Pd(OAc)(2)/RuPhos catalytic system in air. Various (hetero) aryl halides were coupled with diaryl, alkyl-aryl, and dialkylamines in good to excellent yields (51 examples, 50-99% yield).
引用
收藏
页码:3319 / 3322
页数:4
相关论文
共 16 条
[11]   Modified (NHC)Pd(allyl)Cl (NHC = N-heterocyclic carbene) complexes for room-temperature Suzuki-Miyaura and Buchwald-Hartwig reactions [J].
Marion, N ;
Navarro, O ;
Mei, JG ;
Stevens, ED ;
Scott, NM ;
Nolan, SP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) :4101-4111
[12]  
SHELDON RA, 1992, CHEM IND-LONDON, P903
[13]  
Surry D.S., 2008, Angewandte Chemie, V120, P6438, DOI 10.1002/ange.200800497
[14]   Biaryl phosphane ligands in palladium-catalyzed amination [J].
Surry, David S. ;
Buchwald, Stephen L. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (34) :6338-6361
[15]   Buchwald-Hartwig Amination of (Hetero)aryl Chlorides by Employing Mor-DalPhos under Aqueous and Solvent-Free Conditions [J].
Tardiff, Bennett J. ;
Stradiotto, Mark .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (21) :3972-3977
[16]   Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries [J].
Torborg, Christian ;
Beller, Matthias .
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (18) :3027-3043