A practical synthesis of a new series of isoflavanones

被引：2

作者：

Liu, Ju Na ^{[1
]}

Ban, Shu Rong ^{[1
]}

Xie, Hong Yu ^{[1
]}

Li, Qing Shan ^{[1
]}

机构：

[1] Shanxi Med Univ, Sch Pharmaceut Sci, Taiyuan 030001, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2012年 / 23卷 / 08期

基金：

中国国家自然科学基金;

关键词：

Deoxybenzoins; Isoflavanones; Synthesis; PALLADIUM-CATALYZED ARYLATION; ENOL ESTERS; FLAVONOIDS; DERIVATIVES;

D O I：

10.1016/j.cclet.2012.06.020

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A practical six-step synthesis of 12 methylated and hydroxylated isoflavanones was accomplished starting from readily available m-xylene. A significant improvement of this procedure included application of the simple and commercially available reagents, avoidance of expensive reagents and catalysts, simple operations and excellent yields. (C) 2012 Qing Shan Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

引用

页码：907 / 910

页数：4

共 18 条

[1] Antimicrobial Isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora [J].

Awouafack, Maurice Ducret ;

Spiteller, Peter ;

Lamshoeft, Marc ;

Kusari, Souvik ;

Ivanova, Bojidarka ;

Tane, Pierre ;

Spiteller, Michael .

JOURNAL OF NATURAL PRODUCTS, 2011, 74 (02) :272-278

[2] THE CHEMISTRY OF SUBTERRANEAN CLOVER .2. SYNTHESIS AND REDUCTION OF ISOFLAVONES RELATED TO GENISTEIN AND FORMONONETIN [J].

BRADBURY, RB ;

WHITE, DE .

JOURNAL OF THE CHEMICAL SOCIETY, 1953, (MAR) :871-876

[3] Prenylated flavonoids from the root bark of Berchemia discolor, a Tanzanian medicinal plant [J].

Chin, Young-Won ;

Mdee, Ladislaus K. ;

Mbwambo, Zakaria H. ;

Mi, Qiuwen ;

Chai, Hee-Byung ;

Cragg, Gordon M. ;

Swanson, Steven M. ;

Kinghorn, A. Douglas .

JOURNAL OF NATURAL PRODUCTS, 2006, 69 (11) :1649-1652

[4] FLAVONOIDS .3. STUDIES ON SYNTHESIS OF 2,4-DIALKYL-7-ACETOXY-4'-METHOXY-DELTA-ISOFLAVENES [J].

DUDLEY, KH ;

CORLEY, RC ;

MILLER, HW ;

WALL, ME .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (07) :2312-&

[5]

Fan R., 2011, CHIN J MED CHEM, V3, P178

[6]

GANDHIDASAN R, 1982, SYNTHESIS-STUTTGART, P1110

[7] Simple and Efficient Synthesis of (±)-Equol and Related Derivatives [J].

Gupta, Atul ;

Ray, Suprabhat .

SYNTHESIS-STUTTGART, 2008, (23) :3783-3786

[8] PALLADIUM-CATALYZED ARYLATION OF ENOL ESTERS ETHERS AND HALIDES . A NEW SYNTHESIS OF 2-ARYL ALDEHYDES AND KETONES [J].

HECK, RF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (20) :5535-&

[9] Synthesis, anticancer and antioxidant activities of 7-methoxyisoflavanone and 2,3-diarylchromanones [J].

Kanagalakshmi, Kanagasabai ;

Premanathan, Mariappan ;

Priyanka, Ragunathan ;

Hemalatha, Balasubramanian ;

Vanangamudi, Arumugasamy .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (06) :2447-2452

[10] HYDROBORATIONS - NEW ROUTES TO ISOFLAVANONES AND HOMOISOFLAVANONES [J].

KIRKIACHARIAN, BS .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (05) :162-163

← 1 2 →