Regioselective palladium-catalyzed aminations of 3,5-dibromo-2-pyrone with various aryl and alkyl amines

被引：23

作者：

Lee, JH ^{[1
]}

Cho, CG ^{[1
]}

机构：

[1] Hanyang Univ, Dept Chem, Seoul 133791, South Korea

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(02)02484-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3,5-Dibromo-2-pyrone underwent facile palladium-catalyzed coupling reactions with various primary and secondary alkyl and aryl amines to furnish a variety of the previously unknown 3-arylamino- and 3-alkylamino-5-bromo-2-pyrones with good to excellent regioselectivity and chemical yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：65 / 67

页数：3

相关论文

共 17 条

[1] An improved method for the palladium-catalyzed amination of aryl iodides [J].

Ali, MH ;

Buchwald, SL .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (08) :2560-2565

[2] Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone: A new ambident diene [J].

Cho, CG ;

Kim, YW ;

Lim, YK ;

Park, JS ;

Lee, H ;

Koo, S .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01) :290-293

[3] Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone with cycloalkenyl silyl ethers for the synthesis of bicarbocycles [J].

Cho, CG ;

Kim, YW ;

Kim, WK .

TETRAHEDRON LETTERS, 2001, 42 (46) :8193-8195

[4] One step preparation of bromo-2-pyrones via bromo-decarboxylation of 2-pyrone-carboxylic acids [J].

Cho, CG ;

Park, JS ;

Jung, IH ;

Lee, H .

TETRAHEDRON LETTERS, 2001, 42 (06) :1065-1067

[5]

Hartwig JF, 1998, ANGEW CHEM INT EDIT, V37, P2046, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2046::AID-ANIE2046>3.0.CO

[6]

2-L

[7] Regioselective Stille coupling reactions of 3,5-dibromo-2-pyrone with various aryl and vinyl stannanes [J].

Kim, WS ;

Kim, HJ ;

Cho, CG .

TETRAHEDRON LETTERS, 2002, 43 (50) :9015-9017

[8] Pd-catalyzed cross-coupling reactions of the cycloadducts from 3,5-dibromo-2-pyrone and their synthetic applications towards various mono- and polycyclic compounds [J].

Lee, HS ;

Kim, D ;

Won, H ;

Choi, JH ;

Lee, H ;

Cho, CG .

TETRAHEDRON LETTERS, 2002, 43 (32) :5591-5595

[9] Stille couplings of 3-(trimethylstannyl)-5-bromo-2-pyrone for the syntheses of 3-aryl-5-bromo-2-pyrones and their ambident dienyl characters [J].

Lee, JH ;

Kim, WS ;

Lee, YY ;

Cho, CG .

TETRAHEDRON LETTERS, 2002, 43 (33) :5779-5782

[10] Regioselective synthesis of 3-alkynyl-5-bromo-2-pyrones via Pd-catalyzed couplings on 3,5-dibromo-2-pyrone [J].

Lee, JH ;

Park, JS ;

Cho, CG .

ORGANIC LETTERS, 2002, 4 (07) :1171-1173