Pyrrole synthesis using a tandem Grubbs' carbene-RuCl3 catalytic system

被引：75
作者：
Dieltiens, N
Stevens, CV
De Vos, D
Allaert, B
Drozdzak, R
Verpoort, F
机构：
[1] Univ Ghent, Fac Biosci Engn, Dept Organ Chem, Res Grp SynBioC, B-9000 Ghent, Belgium
[2] Univ Ghent, Dept Inorgan & Phys Chem, Div Organomet & Catalysis, B-9000 Ghent, Belgium
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 49期
关键词：
ring-closing metathesis; pyrrole synthesis;
D O I：
10.1016/j.tetlet.2004.10.044
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A straightforward pyrrole synthesis from diallylamines is developed by using a tandem catalyst system leading to ring-closing metathesis with the second generation Grubbs' catalyst (10%) followed by dehydrogenation in the presence of RuCl3 x H2O (2%). (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8995 / 8998
页数：4
相关论文
共 18 条
[1]   Olefin isomerization by a ruthenium carbenoid complex. Cleavage of allyl and homoallyl groups [J].
Cadot, C ;
Dalko, PI ;
Cossy, J .
TETRAHEDRON LETTERS, 2002, 43 (10) :1839-1841
[2]   SYNTHESIS OF ALPHA-AMINOPHOSPHONIC AND ALPHA-AMINOPHOSPHINIC ACIDS AND DERIVED DIPEPTIDES FROM 4-ACETOXYAZETIDIN-2-ONES [J].
CAMPBELL, MM ;
CARRUTHERS, N .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (15) :730-731
[3]   The first examples of ring-closing olefin metathesis of vinyl chlorides [J].
Chao, WC ;
Weinreb, SM .
ORGANIC LETTERS, 2003, 5 (14) :2505-2507
[4]   A new class of ruthenium complexes containing Schiff base ligands as promising catalysts for atom transfer radical polymerization and ring opening metathesis polymerization [J].
De Clercq, B ;
Verpoort, F .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 180 (1-2) :67-76
[5]  
De Clercq B, 2002, ADV SYNTH CATAL, V344, P639, DOI 10.1002/1615-4169(200208)344:6/7<639::AID-ADSC639>3.0.CO
[6]  
2-0
[7]   Metathesis of aniline and 1,2-dihydroquinoline derivatives [J].
Evans, P ;
Grigg, R ;
Monteith, M .
TETRAHEDRON LETTERS, 1999, 40 (28) :5247-5250
[8]   General approach to the synthesis of optically active 2-carboxy-4-[3'(diethoxyphosphinyl)propyl]-5-alkylpiperazines (CPP analogues) [J].
Falorni, M ;
Porcheddu, A ;
Giacomelli, G .
TETRAHEDRON-ASYMMETRY, 1997, 8 (10) :1633-1639
[9]   ASYMMETRIC-SYNTHESIS OF A POTENT AND SELECTIVE COMPETITIVE NMDA ANTAGONIST [J].
HAMILTON, GS ;
HUANG, ZW ;
YANG, XJ ;
PATCH, RJ ;
NARAYANAN, BA ;
FERKANY, JW .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :7263-7270
[10]  
JONES RA, 1992, SYNTHESIS REACTIVI 2, V48, P640
12