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
收藏
页码：9445 / 9449
页数：5
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