Environmentally Benign Contemporary Friedel-Crafts Chemistry by Solid Acids

被引：41

作者：

Dasgupta, Sujaya ^{[1
]}

Torok, Bela ^{[1
]}

机构：

[1] Univ Massachusetts, Dept Chem, Boston, MA 02125 USA

来源：

CURRENT ORGANIC SYNTHESIS | 2008年 / 5卷 / 04期

关键词：

Friedel-Crafts; alkylation; acylation; solid acid; zeolite; montmorillonite; sulfonic acid resin; heteropolyacid;

D O I：

10.2174/157017908786241572

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Recent advances in the development of environmentally benign solid acid-catalyzed Friedel-Crafts reactions are reviewed. The work includes two main chapters, alkylations and acylations. The data are summarized based on the chemical nature of the reagents used, such as alkenes, alkyl halides and alcohols/ethers in alkylation, while activated carboxylic acid derivatives and carboxylic acids in acylation. Special topics in both major chapters, such as hydroxyalkylation, cyclialkylation, cycliacylation and rearrangements are also discussed.

引用

页码：321 / 342

页数：22

共 120 条

[1] Synthesis of N-heteroaryl(trifluoromethyl)hydroxyalkanoic acid esters by highly efficient solid acid-catalyzed hydroxyalkylation of indoles and pyrroles with activated trifluoromethyl ketones [J].

Abid, M ;

Török, B .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (14) :1797-1803

[2] A novel one-pot synthesis of N-acylindoles from primary aromatic amides [J].

Abid, Mohammed ;

De Paolis, Omar ;

Toeroek, Bela .

SYNLETT, 2008, (03) :410-412

[3] Triflic acid controlled successive annelation of aromatic sulfonamides:: an efficient one-pot synthesis of N-sulfonyl pyrroles, indoles and carbazoles [J].

Abid, Mohammed ;

Teixeira, Liliana ;

Torok, Bela .

TETRAHEDRON LETTERS, 2007, 48 (23) :4047-4050

[4] Solvent-free solid acid-catalyzed electrophilic annelations:: A new green approach for the synthesis of substituted five-membered N-heterocycles [J].

Abid, Mohammed ;

Spaeth, Andrew ;

Torok, Bela .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (15) :2191-2196

[5] An efficient and rapid synthesis of N-substituted pyrroles by microwave assisted solid acid catalysis [J].

Abid, Mohammed ;

Landge, Shainaz M. ;

Toeroek, Bela .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2006, 38 (05) :495-500

[6]

Anastas PT., 1998, Principles of green chemistry

[7]

[Anonymous], 2001, FINE CHEM HETEROGENE

[8]

[Anonymous], 1993, ORGANIC CHEM USING C

[9] Friedel-Crafts acylation of toluene catalyzed by solid superacids [J].

Arata, K ;

Nakamura, H ;

Shouji, M .

APPLIED CATALYSIS A-GENERAL, 2000, 197 (02) :213-219

[10] Solid acid-catalysed Michael-type conjugate addition of indoles to electron-poor C=C bonds: Towards high atom economical semicontinuous processes [J].

Bandini, M ;

Fagioli, M ;

Umani-Ronchi, A .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (05) :545-548

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