An effective bismuth-catalyzed benzylation of arenes and heteroarenes

被引：186

作者：

Rueping, Magnus ^{[1
]}

Nachtsheim, Boris J. ^{[1
]}

Ieawsuwan, Winai ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60439 Frankfurt, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 09期

关键词：

arylation; benzylation; bismuth-; catalysis; diarylmethanes; Friedel-Crafts alkylation;

D O I：

10.1002/adsc.200606068

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A highly efficient Bi(OTf)(3)-catalyzed benzylation of arenes and heteroarenes has been developed. ne mild reaction conditions, high yields, operational simplicity and practicability, broad scope, and remarkably low catalyst loading, render this environment friendly process an attractiv approach to diarylmethane derivatives. The extension to an intramolecular variant of this procedure provides a valuable route to substituted fluorenes.

引用

页码：1033 / 1037

页数：5

共 23 条

[1] The cyclic dehydration of biphenyl derivatives to fluorenes
Anchel, M
Blatt, AH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 : 1948 - 1952
[2] New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction
Bandini, M
Melloni, A
Umani-Ronchi, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (05) : 550 - 556
[3] Ru-3(CO)(12)-catalyzed coupling of heteroaromatic C-H/CO/olefins. Regioselective acylation of the imidazole ring
Chatani, N
Fukuyama, T
Kakiuchi, F
Murai, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (02) : 493 - 494
[4] Gold(III) chloride-catalyzed addition reactions of electron-rich arenes to methyl vinyl ketone
Dyker, G
Muth, E
Hashmi, ASK
Ding, L
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (11) : 1247 - 1252
[5] Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO
[6] 2-6
[7] ElGihani MT, 1996, SYNLETT, P871
[8] An efficient and general iron-catalyzed arylation of benzyl alcohols and benzyl carboxylates
Iovel, I
Mertins, K
Kischel, J
Zapf, A
Beller, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (25) : 3913 - 3917
[9] Catalytic C-H/olefin coupling
Kakiuchi, F
Murai, S
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (10) : 826 - 834
[10] Transition-metal-catalyzed benzylation of arenes and heteroarenes
Mertins, K
Iovel, I
Kischel, J
Zapf, A
Beller, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (02) : 238 - 242

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