Transition-metal-free: A highly efficient catalytic aerobic alcohol oxidation process

被引:396
作者
Liu, RH [1 ]
Liang, XM [1 ]
Dong, CY [1 ]
Hu, XQ [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
关键词
D O I
10.1021/ja031765k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient catalytic system without transition metals has been developed for aerobic alcohol oxidations. Under the optimal reaction conditions, various alcohol substrates were converted into their corresponding carbonyl compounds by air with TEMPO/Br2/NaNO2 as catalyst, especially the oxidation of benzylic alcohols to benzaldehydes in high yields. Copyright © 2004 American Chemical Society.
引用
收藏
页码:4112 / 4113
页数:2
相关论文
共 38 条
[1]   Synthetic applications of nonmetal catalysts for homogeneous oxidations [J].
Adam, W ;
Saha-Möller, CR ;
Ganeshpure, PA .
CHEMICAL REVIEWS, 2001, 101 (11) :3499-3548
[2]   Catalytic processes of oxidation by hydrogen peroxide in the presence of Br2 or HBr.: Mechanism and synthetic applications [J].
Amati, A ;
Dosualdo, G ;
Zhao, LH ;
Bravo, A ;
Fontana, F ;
Minisci, F ;
Bjorsvik, HR .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1998, 2 (04) :261-269
[3]   TEMPO-catalyzed aerobic oxidation of alcohols to aldehydes and ketones in ionic liquid [bmim][PF6] [J].
Ansari, IA ;
Gree, R .
ORGANIC LETTERS, 2002, 4 (09) :1507-1509
[4]   Selective aerobic oxidation of alcohols with a combination of a polyoxometalate and nitroxyl radical as catalysts [J].
Ben-Daniel, R ;
Alsters, P ;
Neumann, R .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (25) :8650-8653
[5]   Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions [J].
Betzemeier, B ;
Cavazzini, M ;
Quici, S ;
Knochel, P .
TETRAHEDRON LETTERS, 2000, 41 (22) :4343-4346
[6]   A new modified "Montanari oxidation process" by means of chlorine dissolved in the reaction solvent as oxidant and TEMPO as catalyst:: Oxidation of 3-S-quinuclidinol to 3-quinuclidinone [J].
Bjorsvik, HR ;
Liguori, L ;
Costantino, F ;
Minisci, F .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2002, 6 (02) :197-200
[7]   Efficient Mn-Cu and Mn-Co-TEMPO-catalysed oxidation of alcohols into aldehydes and ketones by oxygen under mild conditions [J].
Cecchetto, A ;
Fontana, F ;
Minisci, F ;
Recupero, F .
TETRAHEDRON LETTERS, 2001, 42 (38) :6651-6653
[8]   Efficient ruthenium-catalyzed aerobic oxidation of alcohols using a biomimetic coupled catalytic system [J].
Csjernyik, G ;
Éll, AH ;
Fadini, L ;
Pugin, B ;
Bäckvall, JE .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (05) :1657-1662
[9]  
deNooy AEJ, 1996, SYNTHESIS-STUTTGART, P1153
[10]   Efficient and selective aerobic oxidation of alcohols into aldehydes and ketones using ruthenium/TEMPO as the catalytic system [J].
Dijksman, A ;
Marino-González, A ;
Payeras, AMI ;
Arends, IWCE ;
Sheldon, RA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (28) :6826-6833