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

Pedro Brandão; Daniela Pinheiro; J. Sérgio Seixas de Melo; Marta Pineiro

doi:10.1016/j.dyepig.2019.107935

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

Pedro Brandão, Daniela Pinheiro, J. Sérgio Seixas de Melo, Marta Pineiro

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Resumo

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.

Idioma original	???core.languages.en_GB???
Número do artigo	107935
Revista	Dyes and Pigments
Volume	173
DOIs	https://doi.org/10.1016/j.dyepig.2019.107935
Estado da publicação	???researchoutput.status.published??? - fev. 2020
Publicado externamente	Sim

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10.1016/j.dyepig.2019.107935

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

abstract = "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.",

keywords = "DMF, Indigo, Isatin, Oxidation, Tryptanthrin",

author = "Pedro Brand{\~a}o and Daniela Pinheiro and {S{\'e}rgio Seixas de Melo}, J. and Marta Pineiro",

note = "Publisher Copyright: {\textcopyright} 2019 Elsevier Ltd",

year = "2020",

month = feb,

doi = "10.1016/j.dyepig.2019.107935",

language = "English",

volume = "173",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - I2/NaH/DMF as oxidant trio for the synthesis of tryptanthrin from indigo or isatin

AU - Brandão, Pedro

AU - Pinheiro, Daniela

AU - Sérgio Seixas de Melo, J.

AU - Pineiro, Marta

PY - 2020/2

Y1 - 2020/2

N2 - 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.

AB - 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.

KW - DMF

KW - Indigo

KW - Isatin

KW - Oxidation

KW - Tryptanthrin

UR - http://www.scopus.com/inward/record.url?scp=85072775747&partnerID=8YFLogxK

U2 - 10.1016/j.dyepig.2019.107935

DO - 10.1016/j.dyepig.2019.107935

M3 - Article

AN - SCOPUS:85072775747

SN - 0143-7208

VL - 173

JO - Dyes and Pigments

JF - Dyes and Pigments

M1 - 107935