Iron-Catalyzed Oxidative Heterocoupling Between Aliphatic and Aromatic Organozinc Reagents: A Novel Pathway for Functionalized Aryl-Alkyl Cross-Coupling Reactions

被引：69

作者：

Cahiez, Gerard ^{[1
]}

Foulgoc, Laura ^{[1
]}

Moyeux, Alban ^{[1
]}

机构：

[1] Univ Paris 13, CNRS, Dept Chem FRE 3043, F-93017 Bobigny, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 16期

关键词：

cross-coupling; homogeneous catalysis; iron; synthetic methods; zinc; GRIGNARD-REAGENTS; CONJUGATE ADDITION; HALIDES; ALKENYLATION; KETONES;

D O I：

10.1002/anie.200900175

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aryl-alkyl cross-coupling products are obtained by the iron-catalyzed oxidative heterocoupling of organozinc reagents under mild conditions. This novel reaction pathway is versatile, allowing for the use of primary and secondary aliphatic diorganozinc reagents as coupling partners as well as tolerating functionalized aryl- and alkylzinc reagents. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2969 / 2972

页数：4

共 50 条

[1] Iron-phosphine, -phosphite, -arsine, and -carbene catalysts for the coupling of primary and secondary 2 alkyl halides with aryl Grignard reagents [J].

Bedford, RB ;

Betham, M ;

Bruce, DW ;

Danopoulos, AA ;

Frost, RM ;

Hird, M .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (03) :1104-1110

[2] Iron(III) salen-type catalysts for the cross-coupling of aryl Grignards with alkyl halides bearing β-hydrogens [J].

Bedford, RB ;

Bruce, DW ;

Frost, RM ;

Goodby, JW ;

Hird, M .

CHEMICAL COMMUNICATIONS, 2004, (24) :2822-2823

[3] Simple iron-amine catalysts for the cross-coupling of aryl Grignards with alkyl halides bearing β-hydrogens [J].

Bedford, RB ;

Bruce, DW ;

Frost, RM ;

Hird, M .

CHEMICAL COMMUNICATIONS, 2005, (33) :4161-4163

[4] Iron-catalyzed reactions in organic synthesis [J].

Bolm, C ;

Legros, J ;

Le Paih, J ;

Zani, L .

CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254

[5]

Bolm C, 2000, ANGEW CHEM INT EDIT, V39, P3465, DOI 10.1002/1521-3773(20001002)39:19<3465::AID-ANIE3465>3.0.CO

[6]

2-4

[7]

Bolm C., 2000, ANGEW CHEM, V112, P3607

[8]

Boymond L, 1998, ANGEW CHEM INT EDIT, V37, P1701, DOI 10.1002/(SICI)1521-3773(19980703)37:12<1701::AID-ANIE1701>3.0.CO

[9]

2-U

[10]

Boymond L., 1998, ANGEW CHEM, V110, P1801

← 1 2 3 4 5 →