Hypervalent iodine/TEMPO-mediated oxidation in flow systems: a fast and efficient protocol for alcohol oxidation

被引：20
作者：
Ambreen, Nida [1 ]
Kumar, Ravi [1 ]
Wirth, Thomas [1 ]
机构：
[1] Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷
基金：
英国工程与自然科学研究理事会;
关键词：
alcohols; carbonyl compounds; flow chemistry; microreactor; oxidation; ALPHA-AMINO-ACIDS; VERSATILE; REAGENTS; CATALYST; ALDEHYDES; SCOPE;
D O I：
10.3762/bjoc.9.162
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Hypervalent iodine(III)/TEMPO-mediated oxidation of various aliphatic, aromatic and allylic alcohols to their corresponding carbonyl compounds was successfully achieved by using microreactor technology. This method can be used as an alternative for the oxidation of various alcohols achieving excellent yields and selectivities in significantly shortened reaction times.
引用
收藏
页码：1437 / 1442
页数：6
相关论文
共 37 条
  • [1] Short Access to (+)-Lupinine and (+)-Epiquinamide via Double Hydroformylation
    Airiau, Etienne
    Spangenberg, Thomas
    Girard, Nicolas
    Breit, Bernhard
    Mann, Andre
    [J]. ORGANIC LETTERS, 2010, 12 (03) : 528 - 531
  • [2] γ-Amino vinyl sulfoxides in asymmetric synthesis. Synthesis of optically pure α-substituted β-amino nitriles
    Alfaro, Ricardo
    Yuste, Francisco
    Ortiz, Benjamin
    Sanchez-Obregon, Ruben
    Garcia Ruano, Jose L.
    [J]. TETRAHEDRON, 2009, 65 (01) : 357 - 363
  • [3] [Anonymous], 1993, ALDR LIB 13C 1H FT N, V1, p729C
  • [4] Neuroprotective Effects of N-Alkyl-1,2,4-oxadiazolidine-3,5-diones and Their Corresponding Synthetic Intermediates N-Alkylhydroxylamines and N-1-Alkyl-3-carbonyl-1-hydroxyureas against in vitro Cerebral Ischemia
    Biraboneye, Alain Cesar
    Madonna, Sebastien
    Maher, Pamela
    Kraus, Jean-Louis
    [J]. CHEMMEDCHEM, 2010, 5 (01) : 79 - 85
  • [5] PHOTOCHEMISTRY OF 1-ALKOXY-9,10-ANTHRAQUINONES AND 1-(BENZYLOXY)-9,10-ANTHRAQUINONES IN METHANOL - A FACILE PROCESS FOR THE PREPARATION OF ALDEHYDES AND KETONES
    BLANKESPOOR, RL
    SMART, RP
    BATTS, ED
    KISTE, AA
    LEW, RE
    VANDERVLIET, ME
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (21) : 6852 - 6859
  • [6] Bobbitt J.M., 2009, Org. React, V74, P106, DOI DOI 10.1002/0471264180.0R074.02
  • [7] Synthesis and biological evaluation of indazole derivatives
    Claramunt, Rosa M.
    Lopez, Concepcion
    Lopez, Ana
    Perez-Medina, Carlos
    Perez-Torralba, Marta
    Alkorta, Ibon
    Elguero, Jose
    Escames, Germaine
    Acuna-Castroviejo, Dario
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (04) : 1439 - 1447
  • [8] SYNTHESIS OF HOMOCHIRAL ALPHA-AMINO-ACIDS BY REDUCTIVE AMINATION OF ALPHA-KETOACIDS VIA 3-SUBSTITUTED-5-PHENYL-3,4-DEHYDROMORPHOLIN-2-ONES - SYNTHESIS OF (S)-2-AMINOBUTANOIC AND (R)-2-AMINOBUTANOIC ACID
    COX, GG
    HARWOOD, LM
    [J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (09) : 1669 - 1672
  • [9] A versatile and highly selective hypervalent iodine (III)/2,2,6,6-tetramethyl-1-piperidinyloxyl-mediated oxidation of alcohols to carbonyl compounds
    DeMico, A
    Margarita, R
    Parlanti, L
    Vescovi, A
    Piancatelli, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) : 6974 - 6977
  • [10] Mild and Selective Vanadium-Catalyzed Oxidation of Benzylic, Allylic, and Propargylic Alcohols Using Air
    Hanson, Susan K.
    Wu, Ruilian
    Silks, L. A. Pete
    [J]. ORGANIC LETTERS, 2011, 13 (08) : 1908 - 1911
1234