One-Pot Sequential Synthesis of Ethers from an Aliphatic Carboxylic Acid and an Alcohol by Indium-Catalyzed Deoxygenation of an Ester

被引：22
|
作者：
Sakai, Norio [1 ]
Usui, Yuta [1 ]
Moriya, Toshimitsu [1 ]
Ikeda, Reiko [1 ]
Konakahara, Takeo [1 ]
机构：
[1] Tokyo Univ Sci, RIKADAI, Fac Sci & Technol, Dept Pure & Appl Chem, Noda, Chiba 2788510, Japan
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 24期
关键词：
Indium; Reduction; Silanes; Ethers; Esters; REDUCTIVE DEOXYGENATION; CARBONYL-COMPOUNDS; SELECTIVE REDUCTION; SYMMETRICAL ETHERS; CONVERSION; ESTERIFICATION; CONDENSATION; LACTONES; HYDRIDE; KETONES;
D O I：
10.1002/ejoc.201200552
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed a widely applicable and direct method of etherification from a carboxylic acid and an alcohol by indium-catalyzed deoxygenation of the transient ester formed in a one-pot reaction. This simple catalytic reducing system appears to be remarkably tolerant of several functional groups including alkenes, halogens, nitro and heterocyclic groups.
引用
收藏
页码：4603 / 4608
页数：6
相关论文
共 50 条
  • [31] One-Pot Ester Synthesis from Allyl and Benzyl Halides and Alcohols by Palladium-Catalyzed Carbonylation
    Tommasi, Sara
    Perrone, Serena
    Rosato, Francesca
    Salomone, Antonio
    Troisi, Luiginio
    SYNTHESIS-STUTTGART, 2012, 44 (03): : 423 - 430
  • [32] One-pot synthesis of bicyclic β-alkoxy amides from cyanohydrin ethers
    Xiao, Qing
    Floreancig, Paul E.
    ORGANIC LETTERS, 2008, 10 (06) : 1139 - 1142
  • [33] Efficient and one-pot synthesis of novel sulfamates from carboxylic acids
    Atmaca, Ufuk
    TETRAHEDRON, 2019, 75 (34)
  • [34] A facile and efficient one-pot synthesis of nitriles from carboxylic acids
    Mlinaric-Majerski, K
    Margeta, R
    Veljkovic, J
    SYNLETT, 2005, (13) : 2089 - 2091
  • [35] One-pot synthesis of α-acyloxycarboxamidobarbiturates from alloxans, carboxylic acids, and isocyanides
    Teimouri, Mohammad Bagher
    JOURNAL OF CHEMICAL RESEARCH, 2012, (07) : 432 - 436
  • [36] One-Pot Synthesis of α-Aminophosphonates Catalyzed by Boric Acid at Room Temperature
    Karimi-Jaberi, Zahed
    Amiri, Mohammad
    HETEROATOM CHEMISTRY, 2010, 21 (02) : 96 - 98
  • [37] Acid-Catalyzed Tandem Process for the One-Pot Synthesis of Oxazolidines
    Aldmairi, Abdul Hadi
    Knight, David W.
    Wirth, Thomas
    SYNLETT, 2017, 28 (20) : 2976 - 2978
  • [38] A sequential one-pot tandem approach for the synthesis of 4-tosyl-5-aryloxazoles from carboxylic acids
    Narasimhamurthy Rajeev
    Toreshettahally R Swaroop
    Seegehalli M Anil
    Kuppalli R Kiran
    Kanchugarakoppal S Rangappa
    Maralinganadoddi P Sadashiva
    Journal of Chemical Sciences, 2018, 130
  • [39] One-Pot Synthesis of Isoxazolines from Aldehydes Catalyzed by Iodobenzene
    Han, Liuquan
    Zhang, Bijun
    Xiang, Changbin
    Yan, Jie
    SYNTHESIS-STUTTGART, 2014, 46 (04): : 503 - 509
  • [40] A sequential one-pot tandem approach for the synthesis of 4-tosyl-5-aryloxazoles from carboxylic acids
    Rajeev, Narasimhamurthy
    Swaroop, Toreshettahally R.
    Anil, Seegehalli M.
    Kiran, Kuppalli R.
    Rangappa, Kanchugarakoppal S.
    Sadashiva, Maralinganadoddi P.
    JOURNAL OF CHEMICAL SCIENCES, 2018, 130 (11)
12345