Microwave assisted synthesis of 2-aminooxazolo [4,5-b] pyridine derivatives via intramolecular C-O bond formation in aqueous medium

被引:5
|
作者
Kosurkar, Umesh B. [1 ]
Dadmal, Tulshiram L. [1 ]
Appalanaidu, K. [1 ]
Rao, Y. Khageswara [1 ]
Nanubolu, Jagadeesh B. [2 ]
Kumbhare, Ravindra M. [1 ]
机构
[1] CSIR, Indian Inst Chem Technol, Fluoroorgan Div, Hyderabad 500007, Andhra Pradesh, India
[2] CSIR, Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad 500007, Andhra Pradesh, India
关键词
Aqueous reaction; C-O bond formation; Copper iodide; Isothiocyanate; Microwave; ORGANIC-REACTIONS; RECEPTOR LIGANDS; WATER; BENZOXAZOLES; BENZOTHIAZOLE; STATES; ACID;
D O I
10.1016/j.tetlet.2013.12.090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly, efficient synthetic protocol for the synthesis of 2-aminooxazolo[4,5-b]pyridine derivatives is established via intramolecular C-O bond coupling using copper iodide as a catalyst and water as solvent. A variety of functionalized substrates were found to react under this reaction conditions to provide products in good to excellent yields. (C) 2014 Published by Elsevier Ltd. This is an open access article under the CC BY-NC-ND license (http:// creativecommons.org/licenses/by-nc-nd/3.0/).
引用
收藏
页码:1296 / 1298
页数:3
相关论文
共 50 条
  • [1] A straightforward synthesis of pyrimido[4,5-b]quinoline derivatives assisted by microwave irradiation
    Quiroga, Jairo
    Trilleras, Jorge
    Insuasty, Braulio
    Abonia, Rodrigo
    Nogueras, Manuel
    Marchal, Antonio
    Cobo, Justo
    TETRAHEDRON LETTERS, 2010, 51 (07) : 1107 - 1109
  • [2] Electrochemical Synthesis of Sultone Derivatives via Dehydrogenative C-O Bond Formation
    Mitsudo, Koichi
    Okumura, Yasuyuki
    Yohena, Kotaro
    Kurimoto, Yuji
    Sato, Eisuke
    Suga, Seiji
    ORGANIC LETTERS, 2023, 25 (19) : 3476 - 3481
  • [3] IMIDAZO(4,5-B)PYRIDINE DERIVATIVES OF POTENTIAL TUBERCULOSTATIC ACTIVITY .2. SYNTHESIS AND BIOACTIVITY OF DESIGNED AND SOME OTHER 2-CYANOMETHYLIMIDAZO(4,5-B)PYRIDINE DERIVATIVES
    BUKOWSKI, L
    KALISZAN, R
    ARCHIV DER PHARMAZIE, 1991, 324 (09) : 537 - 542
  • [4] REGIOSELECTIVE SYNTHESIS OF 4-OXOBUTYLOXAZOLO[4,5-B]PYRIDINE-2-ONES AND 3-OXOBUTYLOXAZOLO[4,5-B]PYRIDINE-2-ONES AND THEIR DERIVATIVES
    PESHAKOVA, L
    KALCHEVA, V
    JOURNAL FUR PRAKTISCHE CHEMIE, 1991, 333 (01): : 183 - 186
  • [5] SYNTHESIS OF SOME NEW IMIDAZO[4,5-B]PYRIDINE DERIVATIVES USING 2-CYANOMETHYL-1-METHYL-1H-IMIDAZO[4,5-B]PYRIDINE
    Bukowski, L.
    Zwolska, Zofia
    Augustynowicz-Kopec, Ewa
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (07) : 879 - 887
  • [6] Synthesis of 2-Aryl-Substituted Chromans by Intramolecular C-O Bond Formation
    Wang, Yu
    Franzen, Robert
    SYNLETT, 2012, (06) : 925 - 929
  • [7] OXAZOLO[4,5-B]PYRIDINES - REGIOSELECTIVE METALATION OF THE 2-DIETHYLAMINOOXAZOLO[4,5-B]PYRIDINE SYSTEM AND FORMATION OF 7-SUBSTITUTED DERIVATIVES
    LEVER, OW
    WERBLOOD, HM
    RUSSELL, RK
    TETRAHEDRON LETTERS, 1993, 34 (02) : 203 - 206
  • [8] Direct transition-metal-free intramolecular C-O bond formation: synthesis of benzoxazole derivatives
    Peng, Jinsong
    Zong, Cuijuan
    Ye, Min
    Chen, Tonghui
    Gao, Dewei
    Wang, Yufeng
    Chen, Chunxia
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (04) : 1225 - 1230
  • [9] Synthesis of bicyclic lactones via I2-mediated intramolecular tandem C-C/C-O bond formation
    Maejima, Saki
    Osuka, Mai
    Yamaguchi, Eiji
    Itoh, Akichika
    TETRAHEDRON, 2018, 74 (24) : 2985 - 2990
  • [10] SYNTHESIS AND ANTIPROLIFERATIVE ACTIVITY IN VITRO OF NEW 2-THIOXOIMIDAZO[4,5-B]PYRIDINE DERIVATIVES
    Nowicka, Anna
    Liszkiewicz, Hanna
    Nawrocka, Wanda P.
    Wietrzyk, Joanna
    Zubiak, Agnieszka
    Kolodziejczyk, Wojciech
    ACTA POLONIAE PHARMACEUTICA, 2015, 72 (01): : 101 - 111