A versatile and green mechanochemical route for aldehyde-oxime conversions

被引:56
作者
Aakeroey, Christer B. [1 ]
Sinha, Abhijeet S. [1 ]
Epa, Kanishka N. [1 ]
Spartz, Christine L. [1 ]
Desper, John [1 ]
机构
[1] Kansas State Univ, Dept Chem, Manhattan, KS 66506 USA
关键词
BECKMANN REARRANGEMENT; CARBONYL-COMPOUNDS; SOLID-STATE; REDUCTION;
D O I
10.1039/c2cc36315a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A robust, facile and solvent-free mechanochemical path for aldehyde-oxime transformations using hydroxylamine and NaOH is explored; the method is suitable for aromatic and aliphatic aldehydes decorated with a range of substituents.
引用
收藏
页码:11289 / 11291
页数:3
相关论文
共 25 条
[1]   Structural competition between hydrogen bonds and halogen bonds [J].
Aakeroey, Christer B. ;
Fasulo, Meg ;
Schultheiss, Nate ;
Desper, John ;
Moore, Curtis .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (45) :13772-+
[2]   Oxime Decorated Cavitands Functionalized through Solvent-Assisted Grinding [J].
Aakeroey, Christer B. ;
Chopade, Prashant D. .
ORGANIC LETTERS, 2011, 13 (01) :1-3
[3]   Metal-catalysed approaches to amide bond formation [J].
Allen, C. Liana ;
Williams, Jonathan M. J. .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (07) :3405-3415
[4]   Ruthenium-catalysed conversion of oxime ethers into nitriles [J].
Anand, Naveen ;
Owston, Nathan A. ;
Parker, Alexandra J. ;
Slatford, Paul A. ;
Williams, Jonathan M. J. .
TETRAHEDRON LETTERS, 2007, 48 (44) :7761-7763
[5]   Beckmann rearrangement in the solid state: reaction of oxime hydrochlorides [J].
Chandrasekhar, S ;
Gopalaiah, K .
TETRAHEDRON LETTERS, 2001, 42 (45) :8123-8125
[6]   Tridentate facial ligation of tris(pyridine-2-aldoximato)nickel(II) and tris(imidazole-2-aldoximato)nickel(II) to generate NiIIFeIIINiII, MnIIINiII, NiIINiII, and ZhIINiII and the electrooxidized MnIVNiII, NiIINiIII, and ZnIINiIII species:: A magnetostructural, electrochemical, and EPR spectroscopic study [J].
Chaudhuri, Phalguni ;
Weyhermuller, Thomas ;
Wagner, Rita ;
Khanra, Sumit ;
Biswas, Biplab ;
Bothe, Eberhard ;
Bill, Eckhard .
INORGANIC CHEMISTRY, 2007, 46 (21) :9003-9016
[7]   A simple synthesis of oximes [J].
Damljanovic, I ;
Vukicevic, M ;
Vukicevic, RD .
MONATSHEFTE FUR CHEMIE, 2006, 137 (03) :301-305
[8]   Facile preparation of 3,7-diazabicyclo [3.3.0]octane and 3,7,10-triheterocyclic [3.3.3]propellane ring systems from 1,5-diazacyclooctane 3,7-derivatives [J].
Dave, PR ;
Forohar, F ;
Axenrod, T ;
Das, KK ;
Qi, L ;
Watnick, C ;
Yazdekhasti, H .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (25) :8897-8903
[9]   The role of mechanochemistry and supramolecular design in the development of pharmaceutical materials [J].
Delori, Amit ;
Friscic, Tomislav ;
Jones, William .
CRYSTENGCOMM, 2012, 14 (07) :2350-2362
[10]   Supramolecular concepts and new techniques in mechanochemistry: cocrystals, cages, rotaxanes, open metal-organic frameworks [J].
Friscic, Tomislav .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (09) :3493-3510