I2/NaH/DMF as oxidant trio for the synthesis of tryptanthrin from indigo or isatin

被引：12
|
作者：
Brandao, Pedro [1 ,2 ,3 ]
Pinheiro, Daniela [1 ,2 ]
Sergio Seixas de Melo, J. [1 ,2 ]
Pineiro, Marta [1 ,2 ]
机构：
[1] Univ Coimbra, CQC, Rua Larga, P-3004535 Coimbra, Portugal
[2] Univ Coimbra, Dept Chem, Rua Larga, P-3004535 Coimbra, Portugal
[3] Univ Evora, Inst Res & Adv Studies, Ctr Quim Evora, Rua Romao Ramalho, P-7000 Evora, Portugal
来源：
DYES AND PIGMENTS | 2020年 / 173卷
关键词：
Tryptanthrin; DMF; Oxidation; Isatin; Indigo; OXIDATION; N; N-DIMETHYLFORMAMIDE; DERIVATIVES;
D O I：
10.1016/j.dyepig.2019.107935
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Tryptanthrin, a product present in several natural sources used as colorants and very relevant in the field of Medicinal Chemistry, was synthesized from indigo and isatin under mild conditions using microwave irradiation. A plausible mechanism for the synthesis of tryptanthrin using the oxidant system formed by iodine, sodium hydride and DMF, the latter acting with dual activity as solvent and as the oxygen source, is proposed.
引用
收藏
页数：4
相关论文
共 50 条
  • [41] Effects of bradykinin on prostaglandin I2 synthesis in human vascular endothelial cells
    Yamasaki, S
    Sawada, S
    Komatsu, S
    Kawahara, T
    Tsuda, Y
    Sato, T
    Toratani, A
    Kono, Y
    Higaki, T
    Imamura, H
    Tada, Y
    Akamatsu, N
    Tamagaki, T
    Tsuji, H
    Nakagawa, M
    HYPERTENSION, 2000, 36 (02) : 201 - 207
  • [42] Synthesis and Characterization of Semiconductor Polymer Doped with FeCl3 and I2
    Claudio Bouabdallah Daho
    Massimo Fontanesi
    Abdelkader Messori
    Abdelkader Dehbi
    Semiconductors, 2019, 53 : 1656 - 1664
  • [43] ENVIRONMENTALLY BENIGN ONE-POT SYNTHESIS OF CYANAMIDES FROM DITHIOCARBAMATES USING I2 AND H2O2
    Jamir, Latonglila
    Sinha, Upasana Bora
    Nath, Jayashree
    Patel, Bhisma K.
    SYNTHETIC COMMUNICATIONS, 2012, 42 (07) : 951 - 958
  • [44] KINETICS OF FORMATION OF ZRI4 FROM ZR AND I2
    HORTON, RM
    KINNEY, RL
    JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1975, 122 (03) : C93 - C93
  • [45] PPh3/I2 Promoted Synthesis of Unsymmetrical Disulfides from Sodium Sulfites and 2-Mercaptobenzo Heterocyclics
    Jiang, Xin-Yi
    Yang, Cheng-Li
    Li, Ning
    Xiao, Hua-Qing
    Yu, Jun-Xia
    Dong, Zhi-Bing
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (18): : 13272 - 13278
  • [46] SYNTHESIS AND VIBRATIONAL SPECTROSCOPIC STUDY OF COMPOUNDS CONTAINING THE I(SCN)2-, I2(SCN)-, AND I(SECN)2-IONS
    BOWMAKER, GA
    ROGERS, DA
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1981, (05): : 1146 - 1151
  • [47] GLYCEROL TEICHOIC ACID FROM WALLS OF STAPHYLOCOCCUS EPIDERMIDIS I2
    ARCHIBAL.AR
    BADDILEY, J
    SHAUKAT, GA
    BIOCHEMICAL JOURNAL, 1968, 110 (03) : 583 - &
  • [48] DETERMINATION OF DEGREES (BAI) FROM CHEMILUMINESCENT REACTION BA + I2
    DICKSON, CR
    KINNEY, JB
    ZARE, RN
    CHEMICAL PHYSICS, 1976, 15 (02) : 243 - 248
  • [49] PASSIVE OZONE OXIDANT SAMPLER WITH COULOMETRIC DETERMINATION USING I2/NYLON-6 CHARGE-TRANSFER COMPLEX
    KANNO, S
    YANAGISAWA, Y
    ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1992, 26 (04) : 744 - 749
  • [50] Synthesis and crystal structure of dinuclear copper(I) Cu2I2(PPh3)3 • DMF
    Liang, YC
    Lu, SF
    Wu, QJ
    Huang, XY
    Huang, JQ
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 1999, 18 (03) : 169 - 174
12345