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Waste minimized synthesis of pharmaceutically active compounds via heterogeneous manganese catalysed C–H oxidation in flow

Abstract

Herein we present our results on the development of a continuous flow protocol enabling the waste minimised synthesis of relevant pharmaceuticals and natural compounds. Manganese heterogeneous catalytic systems have been used in combination with molecular oxygen to promote the C–H oxidative coupling of o-aminophenols, benzenetriol and o-phenylenediamine to access a variety of 2-aminophenoxazin-3-ones (2a-i) and related diaminophenazine (2j) and purpurogallin (2k) moieties with minimal metal contamination. Making use of safe and green cyclopentylmethyl ether (CPME), this methodology allowed a fast synthesis of fully decorated molecular entities, preserving the stability of the heterogeneous catalyst which showed a minimal metal leaching, and with minimal waste production (low E-factor).

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Publication details

The article was received on 21 Aug 2019, accepted on 26 Nov 2019 and first published on 27 Nov 2019


Article type: Paper
DOI: 10.1039/C9GC02961C
Green Chem., 2019, Accepted Manuscript

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    Waste minimized synthesis of pharmaceutically active compounds via heterogeneous manganese catalysed C–H oxidation in flow

    L. Vaccaro, F. Ferlin, D. Lanari, P. M. Luque Navarro and Y. Gu, Green Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9GC02961C

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