A Facile One-Pot Conversion of Aldehydes into Nitriles

被引:39
作者
Chill, Samuel T. [1 ]
Mebane, Robert C. [1 ]
机构
[1] Univ Tennessee, Dept Chem, Chattanooga, TN 37403 USA
关键词
Aldehyde; aldoxime; dehydration; nitrile; tandem reaction; MILD CONDITIONS; ALDOXIMES; REAGENT; EFFICIENT; DERIVATIVES; SYSTEM;
D O I
10.1080/00397910902788174
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile one-pot synthesis of nitriles starting with aldehydes has been developed employing hydroxylamine hydrochloride in dimethylsulfoxide at 100 degrees C.
引用
收藏
页码:3601 / 3606
页数:6
相关论文
共 23 条
[11]   DI-2-PYRIDYL SULFITE - A NEW USEFUL REAGENT FOR THE PREPARATION OF N-SULFINYLAMINES, NITRILES, ISOCYANIDES, AND CARBODIIMIDES UNDER MILD CONDITIONS [J].
KIM, S ;
YI, KY .
TETRAHEDRON LETTERS, 1986, 27 (17) :1925-1928
[12]  
LEHNERT W, 1971, TETRAHEDRON LETT, V6, P559
[13]  
MAI K, 1986, SYNTHESIS-STUTTGART, P1037
[14]  
MATHEW CT, 1998, Patent No. 9805630
[15]   PREPARATION OF TRIAZOLO[1,5-C]PYRIMIDINES AS POTENTIAL ANTIASTHMA AGENTS [J].
MEDWID, JB ;
PAUL, R ;
BAKER, JS ;
BROCKMAN, JA ;
DU, MT ;
HALLETT, WA ;
HANIFIN, JW ;
HARDY, RA ;
TARRANT, ME ;
TORLEY, LW ;
WRENN, S .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (04) :1230-1241
[16]   Triphenylphosphine-iodine: An efficient reagent system for the synthesis of nitriles from aldoximes [J].
Narsaiah, AV ;
Sreenu, D ;
Nagaiah, K .
SYNTHETIC COMMUNICATIONS, 2006, 36 (02) :137-140
[17]   Selective oxidation of arylaldoximes by cetyltrimethylammonium dichromate to arylaldehydes and arylnitriles [J].
Sahu, S ;
Patel, S ;
Mishra, BK .
SYNTHETIC COMMUNICATIONS, 2005, 35 (24) :3123-3126
[18]   IMPROVING FLC PROPERTIES - SIMPLICITY, PLANARITY, AND RIGIDITY IN NEW CHIRAL OXAZOLINE DERIVATIVES [J].
SERRANO, JL ;
SIERRA, T ;
GONZALEZ, Y ;
BOLM, C ;
WEICKHARDT, K ;
MAGNUS, A ;
MOLL, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (32) :8312-8321
[19]  
SURGIE AS, 1969, J ORG CHEM, V34, P2805
[20]  
SUZUKI H, 1978, SYNTHESIS-STUTTGART, P905