随着有机化学的发展,氮、硫、氧等亲核试剂作为供体的异核Michaiel加成反应也得到了发展,Michael反应已经成为形成C-C, C-O, C-N, C-S键的重要方法之一,在有机合成中占有重要的地位。通常,Michael加成反应应用催化量的碱即可催化完成,常用的碱包括二乙胺、六氢吡啶 ,氢氧化钠(钾)、乙醇钠、1一丁醇钾、氨基钠、四级胺碱等。自Michael反应被发现以来,对Michael反应的研究一直没有间断。近年来Michael反应的研究方向多集中在具有生理活性化合物的合成、不对称加成、新型催化剂及催化机理的研究方面。各种新型的催化剂如金属、盐、有机金属络合物、冠醚、Lewis酸、有机碱、生物碱、离子液体等也都陆续应用于Michael加成反应的研究中。
KOH作用下的 Michael addition 反应
QUOTE:
Michael addition reactions of acetoacetates and malonates with acrylates in a 5M KOH aqueous solution without using any other catalysts are described. When they are either tert-butyl or benzyl esters, the reaction proceeded very rapidly to afford moderate to high yields of the corresponding bis-Michael adducts that are unexpectedly stable under these conditions.
Tetrahedron Letters 46 (2005) 6275–6277
Fluorapatite 催化下的 Michael addition 反应
QUOTE:
A Michael addition assisted by fluorapatite in heterogeneous media is described. Reaction between mercaptans and chalcone derivatives was studied at room temperature in methanol as solvent. By-products of usual undesirable reactions in Michael addition such as 1,2-addition, bis-addition and polymerisation are not observed. The yields obtained are good to excellent.
Tetrahedron Letters 44 (2003) 2463–2465
Natural phosphate 催化下的 Michael addition 反应
QUOTE:
The natural phosphate and doped by potassium fluoride catalyzed Michael addition of mercaptans to chalone derivatives with high yields in few minutes and under mild reaction conditions. Products of undesirable side reactions resulting from 1,2-addition, polymerisation and bis-addition are not observed. The work-up procedure is simplified by simple filtration with the use of natural phosphate alone or doped with potassium fluoride.
Tetrahedron Letters 43 (2002) 8951–8953
KF/Al2O3催化下的Michael addition 反应
QUOTE:
The first example of KF/Al2O3-catalyzed versatile hetero-Michael addition reaction of nitrogen, oxygen, and sulfur nucleophiles was developed for facile preparation of organic compounds of widely different structures. In contrast with the existing methods using many acidic catalysts, this method is very general, simple, high-yielding, environmentally friendly, and oxygen and moisture tolerant,
ACS上有michel加成反应的综述,你可以看看
michel加成,好像有一二加成和一四加成吧。例子忘了。以前做笔记的时候有记的。
QUOTE:
Michael加成是一类经典的有机反应,是烯醇盐(或类似物)负离子对α、β-不饱和酮、醛、酯或羧酸衍生物的C=C双键的亲核加成反应,也是构成活泼亚甲基化合物烷基化反应的一种方法。其一般式如下:
QUOTE:
A`=醛基、酮基、酯基、硝基、睛基
QUOTE:
随着有机化学的发展,氮、硫、氧等亲核试剂作为供体的异核Michaiel加成反应也得到了发展,Michael反应已经成为形成C-C, C-O, C-N, C-S键的重要方法之一,在有机合成中占有重要的地位。通常,Michael加成反应应用催化量的碱即可催化完成,常用的碱包括二乙胺、六氢吡啶 ,氢氧化钠(钾)、乙醇钠、1一丁醇钾、氨基钠、四级胺碱等。自Michael反应被发现以来,对Michael反应的研究一直没有间断。近年来Michael反应的研究方向多集中在具有生理活性化合物的合成、不对称加成、新型催化剂及催化机理的研究方面。各种新型的催化剂如金属、盐、有机金属络合物、冠醚、Lewis酸、有机碱、生物碱、离子液体等也都陆续应用于Michael加成反应的研究中。
KOH作用下的 Michael addition 反应
QUOTE:
Michael addition reactions of acetoacetates and malonates with acrylates in a 5M KOH aqueous solution without using any other catalysts are described. When they are either tert-butyl or benzyl esters, the reaction proceeded very rapidly to afford moderate to high yields of the corresponding bis-Michael adducts that are unexpectedly stable under these conditions.
Tetrahedron Letters 46 (2005) 6275–6277
Fluorapatite 催化下的 Michael addition 反应
QUOTE:
A Michael addition assisted by fluorapatite in heterogeneous media is described. Reaction between mercaptans and chalcone derivatives was studied at room temperature in methanol as solvent. By-products of usual undesirable reactions in Michael addition such as 1,2-addition, bis-addition and polymerisation are not observed. The yields obtained are good to excellent.
Tetrahedron Letters 44 (2003) 2463–2465
Natural phosphate 催化下的 Michael addition 反应
QUOTE:
The natural phosphate and doped by potassium fluoride catalyzed Michael addition of mercaptans to chalone derivatives with high yields in few minutes and under mild reaction conditions. Products of undesirable side reactions resulting from 1,2-addition, polymerisation and bis-addition are not observed. The work-up procedure is simplified by simple filtration with the use of natural phosphate alone or doped with potassium fluoride.
Tetrahedron Letters 43 (2002) 8951–8953
KF/Al2O3催化下的Michael addition 反应
QUOTE:
The first example of KF/Al2O3-catalyzed versatile hetero-Michael addition reaction of nitrogen, oxygen, and sulfur nucleophiles was developed for facile preparation of organic compounds of widely different structures. In contrast with the existing methods using many acidic catalysts, this method is very general, simple, high-yielding, environmentally friendly, and oxygen and moisture tolerant,