Palladium-Catalyzed Domino Cyclization (5-exo/3-exo), Ring-Expansion by Palladium Rearrangement, and Aromatization: An Expedient Synthesis of 4-Arylnicotinates from Morita-Baylis-Hillman Adducts

被引:20
|
作者
Kim, Ko Hoon [1 ,2 ]
Kim, Se Hee [1 ,2 ]
Lee, Hyun Ju [1 ,2 ]
Kim, Jae Nyoung [1 ,2 ]
机构
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
[2] Chonnam Natl Univ, Inst Basic Sci, Kwangju 500757, South Korea
基金
新加坡国家研究基金会;
关键词
4-arylnicotinates; Morita-Baylis-Hillman adducts; palladium; palladium rearrangement; pyridines; REGIOSELECTIVE SYNTHESIS; CROSS-METATHESIS; IN-SITU; DERIVATIVES; ACCESS; EFFICIENT; PYRIDINES; CONSTRUCTION; ELIMINATION; INVERSION;
D O I
10.1002/adsc.201300211
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Various 4-arylnicotinate derivatives were synthesized via a palladium-catalyzed cascade reaction of N-(2-bromoallyl)-N-cinnamyltosylamides in a one-pot procedure in good yields. The reaction involves a domino 5-exo/3-exo carbopalladation, ring-expansion by palladium rearrangement, and an aromatization process.
引用
收藏
页码:1977 / 1983
页数:7
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