Efficient microwave-assisted formation of functionalized 2,5-dihydropyrroles using ruthenium-catalyzed ring-closing metathesis

被引：40

作者：

Balan, D ^{[1
]}

Adolfsson, H ^{[1
]}

机构：

[1] Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 15期

关键词：

rim-closing metathesis; 2,5-dihydropyrroles; aza-Baylis-Hillman reaction; microwave assisted synthesis;

D O I：

10.1016/j.tetlet.2004.02.100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rapid method for the formation of functionalized 2,5-dihydropyrroles using ruthenium-catalyzed ring-closing metathesis under microwave irradiation is presented. The diene substrates were efficiently prepared from aza-Baylis-Hillman adducts. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3089 / 3092

页数：4

共 26 条

[1] Chiral quinuclidine-based amine catalysts for the asymmetric one-pot, three-component aza-Baylis-Hillman reaction [J].

Balan, D ;

Adolfsson, H .

TETRAHEDRON LETTERS, 2003, 44 (12) :2521-2524

[2] Titanium isopropoxide as efficient catalyst for the aza-Baylis-Hillman reaction.: Selective formation of α-methylene-β-amino acid derivatives [J].

Balan, D ;

Adolfsson, H .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (07) :2329-2334

[3] Selective formation of α-methylene-β-amino acid derivatives through the aza version of the Baylis-Hillman reaction [J].

Balan, D ;

Adolfsson, H .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (19) :6498-6501

[4] Recent advances in the Baylis-Hillman reaction and applications [J].

Basavaiah, D ;

Rao, AJ ;

Satyanarayana, T .

CHEMICAL REVIEWS, 2003, 103 (03) :811-891

[5]

BAYLIS AB, 1972, Patent No. 2155113

[6] A simple, mild synthesis of 3-aryl-2-methylidene-3-(p-tolylsulfonylamino)propanoates [J].

Campi, EM ;

Holmes, A ;

Perlmutter, P ;

Teo, CC .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1995, 48 (09) :1535-1540

[7]

Ciganek E., 1997, ORG REACTIONS, V51, P201

[8] 2-NITROBENZENESULFONAMIDES AND 4-NITROBENZENESULFONAMIDES - EXCEPTIONALLY VERSATILE MEANS FOR PREPARATION OF SECONDARY-AMINES AND PROTECTION OF AMINES [J].

FUKUYAMA, T ;

JOW, CK ;

CHEUNG, M .

TETRAHEDRON LETTERS, 1995, 36 (36) :6373-6374

[9]

Fürstner A, 2000, ANGEW CHEM INT EDIT, V39, P3012

[10] Ruthenium carbene complexes with N,N′-bis(mesityl) imidazol-2-ylidene ligands:: RCM catalysts of extended scope [J].

Fürstner, A ;

Thiel, OR ;

Ackermann, L ;

Schanz, HJ ;

Nolan, SP .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (07) :2204-2207

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