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A transition metal-free approach towards synthesis of β-carboline tethered 1,3,4-oxadiazoles via oxidative C–O bond formation

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Abstract

An efficient protocol has been developed for one-pot synthesis of biologically interesting β-carboline substituted 1,3,4-oxadiazoles via an I2-assisted oxidative C–O bond formation strategy. This metal-free sequential approach is found to be compatible with diversely substituted 1-formyl β-carbolines and aromatic as well as aliphatic hydrazides, providing access to a variety of multifunctional β-carboline linked 1,3,4-oxadiazole derivatives in good to excellent yields. The methodology was found to be applicable to gram scale synthesis of β-carboline substituted 1,3,4-oxadiazole derivatives. Additionally, β-carboline C1 linked 2-amino-1,3,4-oxadiazoles and bis-1,3,4-oxadiazoles were also synthesized using the same strategy.

Graphical abstract: A transition metal-free approach towards synthesis of β-carboline tethered 1,3,4-oxadiazoles via oxidative C–O bond formation

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Publication details

The article was received on 22 Aug 2018, accepted on 06 Nov 2018 and first published on 16 Nov 2018


Article type: Paper
DOI: 10.1039/C8NJ04294B
Citation: New J. Chem., 2019, Advance Article
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    A transition metal-free approach towards synthesis of β-carboline tethered 1,3,4-oxadiazoles via oxidative C–O bond formation

    D. Singh, S. K. Tiwari and V. Singh, New J. Chem., 2019, Advance Article , DOI: 10.1039/C8NJ04294B

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