Synthesis of chalcones and flavanones using Julia-Kocienski olefination

被引：92

作者：

Kumar, Atul ^{[1
]}

Sharma, Siddharth ^{[1
]}

Tripathi, Vishwa Deepak ^{[1
]}

Srivastava, Suman ^{[1
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

来源：

TETRAHEDRON | 2010年 / 66卷 / 48期

关键词：

Chalcone; Flavanones; Julia-Kocienski olefination; HIGH-YIELD SYNTHESIS; 3,5-BIS(TRIFLUOROMETHYL)PHENYL SULFONES; ALPHA; BETA-UNSATURATED ESTERS; STEREOSELECTIVE-SYNTHESIS; TRANSFER HYDROGENATION; CARBONYL-COMPOUNDS; DERIVATIVES; STEREOCHEMISTRY; CARBANIONS; INHIBITORS;

D O I：

10.1016/j.tet.2010.09.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new application of Julia-Kocienski olefination for the synthesis of chalcones and flavanones has been described. 2-(Benzo[d]thiazol-2-ylsulfonyl)-1-phenylethanones have been developed as new reagents for direct Julia-Kocienski olefination with aldehydes in the presence of a base, afforded chalcones in good to excellent yields. Whereas, 2-(benzo[d]thiazol-2-ylsulfonyl)-1-(2-hydroxyphenyl)ethanone reacted with the aromatic aldehydes to furnish flavanones in good yields via one-pot intra-molecular cyclization. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：9445 / 9449

页数：5

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