Friedel-Crafts alkylation of indoles with epoxides catalyzed by nanocrystalline titanium(IV) oxide

被引：127

作者：

Kantam, M. Lakshmi ^{[1
]}

Laha, Soumi ^{[1
]}

Yadav, Jagjit ^{[1
]}

Sreedhar, B. ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Inorgan & Phys Chem Div, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 35期

关键词：

nano TiO2; epoxide; indole; heterogeneous catalyst;

D O I：

10.1016/j.tetlet.2006.06.163

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Friedel-Crafts alkylation of indoles with epoxides to afford 3-alkyl indole derivatives at room temperature with moderate to good yields and high regioselectivity using nanocrystalline titanium(IV) oxide catalyst is described. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：6213 / 6216

页数：4

共 25 条

[1] Kinetic resolution of epoxides by a C-C bond-forming reaction:: Highly enantioselective addition of indoles to cis, trans, and meso aromatic epoxides catalyzed by [Cr(salen)] complexes [J].

Bandini, M ;

Cozzi, PG ;

Melchiorre, P ;

Umani-Ronchi, A .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (01) :84-87

[2] InBr3-catalyzed friedel-crafts addition of indoles to chiral aromatic epoxides:: A facile route to enantiopure indolyl derivatives [J].

Bandini, M ;

Cozzi, PG ;

Melchiorre, P ;

Umani-Ronchi, A .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (15) :5386-5389

[3]

Bosh H., 1988, CATAL TODAY, V2, P369

[4] Nanocrystalline MgO for asymmetric Henry and Michael reactions [J].

Choudary, BM ;

Ranganath, KVS ;

Pal, U ;

Kantam, ML ;

Sreedhar, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (38) :13167-13171

[5] Bifunctional nanocrystalline MgO for chiral epoxy ketones via Claisen-Schmidt condensation-asymmetric epoxidation reactions [J].

Choudary, BM ;

Kantam, ML ;

Ranganath, KVS ;

Mahendar, K ;

Sreedhar, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) :3396-3397

[6] Benzylation of aromatic compounds with different crystallites of MgO [J].

Choudary, BM ;

Mulukutla, RS ;

Klabunde, KJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (08) :2020-2021

[7] NEW TOTAL SYNTHESIS OF (+/-)-INDOLMYCIN [J].

DIRLAM, JP ;

CLARK, DA ;

HECKER, SJ .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (25) :4920-4924

[8] Environmental catalysis for stationary applications [J].

Forzatti, P .

CATALYSIS TODAY, 2000, 62 (01) :51-65

[9] Gold nanoclusters supported on MgO:: Synthesis, characterization, and evidence of Au6 [J].

Guzman, J ;

Gates, BC .

NANO LETTERS, 2001, 1 (12) :689-692

[10]

Hirose T, 2000, HETEROCYCLES, V53, P777

← 1 2 3 →