New synthesis of flavanones catalyzed by L-proline

被引：85

作者：

Chandrasekhar, S ^{[1
]}

Vijeender, K ^{[1
]}

Reddy, KV ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 41期

关键词：

L-proline; flavanone; chalcone; 2 '-hydroxyacetophenone; isomerization;

D O I：

10.1016/j.tetlet.2005.08.066

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

L-Proline is utilized as an efficient organocatalyst for the synthesis of substituted flavanones and chalcones in good yields. The efficiency of the catalyst was proved with a variety of substrates ranging from electron-deficient to electron-rich aryl aldehydes and 2-hydroxyacetophenones. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6991 / 6993

页数：3

共 40 条

[1]

ALI SM, 1984, J CHEM RES-S, P236

[2]

BAGADE MB, 1991, INDIAN J CHEM B, V30, P973

[3]

BHATIA VK, 1968, TETRAHEDRON LETT, P3859

[4] STEREOELECTRONIC EFFECTS IN RING-CLOSURE REACTIONS - THE 2'-HYDROXYCHALCONE FLAVANONE EQUILIBRIUM, AND RELATED SYSTEMS [J].

BRENNAN, CM ;

HUNT, I ;

JARVIS, TC ;

JOHNSON, CD ;

MCDONNELL, PD .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (10) :1780-1785

[5] L-proline catalyzed asymmetric transfer aldol reaction between diacetone alcohol and aldehydes [J].

Chandrasekhar, S ;

Narsihmulu, C ;

Reddy, NR ;

Sultana, SS .

CHEMICAL COMMUNICATIONS, 2004, (21) :2450-2451

[6] Asymmetric aldol reactions in poly(ethylene glycol) catalyzed by L-proline [J].

Chandrasekhar, S ;

Narsihmulu, C ;

Reddy, NR ;

Sultana, SS .

TETRAHEDRON LETTERS, 2004, 45 (23) :4581-4582

[7]

CHATURVEDI R, 1992, INDIAN J CHEM B, V31, P340

[8] Estrogen receptor ligands. Part 1: The discovery of flavanoids with subtype selectivity [J].

Chen, HY ;

Dykstra, KD ;

Birzin, ET ;

Frisch, K ;

Chan, W ;

Yang, YT ;

Mosley, RT ;

DiNinno, F ;

Rohrer, SP ;

Schaeffer, JM ;

Hammond, ML .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (06) :1417-1421

[9]

CHENG PL, 1963, B SOC CHIM FR, P2248

[10] Synthesis of flavanones using nanocrystalline MgO [J].

Choudary, BM ;

Ranganath, KVS ;

Yadav, J ;

Kantam, ML .

TETRAHEDRON LETTERS, 2005, 46 (08) :1369-1371

← 1 2 3 4 →