Studies on novel synthetic methodologies, part 62.: Fe3+-K-10 montmorillonite clay catalyzed friedel-crafts reaction of unactivated Baylis-Hillman adducts:: An efficient stereoselective synthesis of trisubstituted alkenes containing a benzyl substituent

被引：23

作者：

Das, B ^{[1
]}

Majhi, A ^{[1
]}

Banerjee, J ^{[1
]}

Chowdhury, N ^{[1
]}

Venkateswarlu, K ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India

来源：

CHEMISTRY LETTERS | 2005年 / 34卷 / 11期

关键词：

D O I：

10.1246/cl.2005.1492

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stereoselective synthesis of trisubstituted alkenes containing a benzyl substituent has been achieved by employing Friedel-Craft reaction of aromatic compounds with unactivated Baylis-Hillman adducts in the presence of Fe3+-K-10 montmorillonite clay as a heterogeneous catalyst. The catalyst can be recovered and reused.

引用

页码：1492 / 1493

页数：2

共 20 条

[1]

Basavaiah D, 1996, SYNLETT, P393

[2] One-pot inter- and intramolecular Friedel-Crafts reactions in Baylis-Hillman chemistry:: a novel facile synthesis of (E)-2-arylideneindan-1-ones [J].

Basavaiah, D ;

Reddy, RM .

TETRAHEDRON LETTERS, 2001, 42 (16) :3025-3027

[3] The Friedel-Crafts reaction of the Baylis-Hillman adducts [J].

Basavaiah, D ;

Krishnamacharyulu, M ;

Hyma, RS ;

Pandiaraju, S .

TETRAHEDRON LETTERS, 1997, 38 (12) :2141-2144

[4] A new protocol for the syntheses of (E)-3-benzylidenechroman-4-ones:: a simple synthesis of the methyl ether of bonducellin [J].

Basavaiah, D ;

Bakthadoss, M ;

Pandiaraju, S .

CHEMICAL COMMUNICATIONS, 1998, (16) :1639-1640

[5] Recent advances in the Baylis-Hillman reaction and applications [J].

Basavaiah, D ;

Rao, AJ ;

Satyanarayana, T .

CHEMICAL REVIEWS, 2003, 103 (03) :811-891

[6]

Baylis A. B, 1972, German Patent, Patent No. 2155113

[7] ALPHA-METHYLIDENE-BETA-LACTAMS AND ALPHA-ALKYLIDENE-BETA-LACTAMS FROM NONPROTEINOGENIC AMINO-ACIDS [J].

BUCHHOLZ, R ;

HOFFMANN, HMR .

HELVETICA CHIMICA ACTA, 1991, 74 (06) :1213-1220

[8] Montmorillonite clay catalyzed tosylation of alcohols and selective monotosylation of diols with p-toluenesulfonic acid:: An enviro-economic route [J].

Choudary, BM ;

Chowdari, NS ;

Kantam, ML .

TETRAHEDRON, 2000, 56 (37) :7291-7298

[9] Single-step stereoselective synthesis of (E)- and (Z)-allylamines from acetyl derivatives of Baylis-Hillman adducts [J].

Das, B ;

Mahender, G ;

Chowdhury, N ;

Banerjee, J .

SYNLETT, 2005, (06) :1000-1002

[10] An efficient stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes from unactivated Baylis-Hillman adducts using NaBH4/CuCl2•2H2O [J].

Das, B ;

Banerjee, J ;

Majhi, A ;

Mahender, G .

TETRAHEDRON LETTERS, 2004, 45 (50) :9225-9227

← 1 2 →