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

页码：8995 / 8998

页数：4

共 18 条

[1] Olefin isomerization by a ruthenium carbenoid complex. Cleavage of allyl and homoallyl groups
Cadot, C
Dalko, PI
Cossy, J
[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
CAMPBELL, MM
CARRUTHERS, N
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (15) : 730 - 731
[3] The first examples of ring-closing olefin metathesis of vinyl chlorides
Chao, WC
Weinreb, SM
[J]. 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
De Clercq, B
Verpoort, F
[J]. 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
Evans, P
Grigg, R
Monteith, M
[J]. 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)
Falorni, M
Porcheddu, A
Giacomelli, G
[J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (10) : 1633 - 1639
[9] ASYMMETRIC-SYNTHESIS OF A POTENT AND SELECTIVE COMPETITIVE NMDA ANTAGONIST
HAMILTON, GS
HUANG, ZW
YANG, XJ
PATCH, RJ
NARAYANAN, BA
FERKANY, JW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) : 7263 - 7270
[10] JONES RA, 1992, SYNTHESIS REACTIVI 2, V48, P640

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