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

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

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.

Original language	English
Article number	107935
Journal	Dyes and Pigments
Volume	173
DOIs	https://doi.org/10.1016/j.dyepig.2019.107935
Publication status	Published - Feb 2020
Externally published	Yes

Keywords

DMF
Indigo
Isatin
Oxidation
Tryptanthrin

Access to Document

10.1016/j.dyepig.2019.107935

Cite this

@article{ea65abdaa04a4d288aa560227412f0e2,

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

ER -

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

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this