Synthesis of 1,2′- and 1,3′-bipyrroles from 2- and 3-nitropyrroles

被引：17

作者：

Fu, Liangfeng ^{[1
]}

Gribble, Gordon W. ^{[1
]}

机构：

[1] Dartmouth Coll, Dept Chem, Hanover, NH 03755 USA

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 22期

关键词：

bipyrroles; nitropyrroles; reduction; Paal-Knorr pyrrole synthesis;

D O I：

10.1016/j.tetlet.2008.04.025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,2'- and 1,3'-Bipyrroles, which are attractive precursors for the synthesis of bipyrrole-based natural products, are synthesized in one-pot from 2- and 3-nitropyrroles by a sequential nitro group reduction-Paal-Knorr pyrrole synthesis. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3545 / 3548

页数：4

共 65 条

[1] 5,5′-diamino-2,2′-bipyridine:: A versatile building block for the synthesis of bipyridine/catechol ligands that form homo- and heteronuclear helicates
Albrecht, M
Janser, I
Lützen, A
Hapke, M
Fröhlich, R
Weis, P
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (19) : 5742 - 5748
[2] Synthesis of phosphane oxide bridged bis- and triscatechol derivatives
Albrecht, Markus
Song, Yuri
[J]. SYNTHESIS-STUTTGART, 2006, (18): : 3037 - 3042
[3] AUTOTOXIC ANTIBIOTIC PRODUCTION BY A MARINE CHROMOBACTERIUM
ANDERSEN, RJ
WOLFE, MS
FAULKNER, DJ
[J]. MARINE BIOLOGY, 1974, 27 (04) : 281 - 285
[4] CEACAREANU DM, 1985, J HETEROCYCLIC CHEM, V22, P281, DOI 10.1002/jhet.5570220208
[5] An approach to the Paal-Knorr pyrroles synthesis catalyzed by Sc(OTf)3 under solvent-free conditions
Chen, Jiuxi
Wu, Huayue
Zheng, Zhiguo
Jin, Can
Zhang, Xingxian
Su, Weike
[J]. TETRAHEDRON LETTERS, 2006, 47 (30) : 5383 - 5387
[6] 1,4-carbonylative addition of arylboronic acids to methyl vinyl ketone: a new synthetic tool for rapid furan and pyrrole synthesis
Chochois, Helene
Sauthier, Mathieu
Maerten, Eddy
Castanet, Yves
Mortreux, Andr
[J]. TETRAHEDRON, 2006, 62 (50) : 11740 - 11746
[7] DAlessio R, 1996, SYNLETT, P513
[8] DALESSIO R, 1997, PCT INT APPL, P47
[9] Corrole synthesis by dipyrromethane-dicarbinol and 2,2′-bipyrrole condensation
Decréau, RA
Collman, JP
[J]. TETRAHEDRON LETTERS, 2003, 44 (16) : 3323 - 3327
[10] Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane
Dohi, T
Morimoto, K
Maruyama, A
Kita, Y
[J]. ORGANIC LETTERS, 2006, 8 (10) : 2007 - 2010

← 1 2 3 4 5 6 7 →