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2019•European Journal of Organic ChemistryRequires access

Non‐Aromatic 3H‐Pyrroles in the Reaction with Nucleophiles: Is High Reactivity a Myth?

Dmitrii A. Shabalin, Anton V. Kuzmin, Elena Yu. Schmidt, Б. А. Трофимов

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Abstract

The reactivity of azadiene system of non‐aromatic 3H‐pyrroles toward nitrogen‐, oxygen‐, and sulfur‐nucleophiles has been evaluated both experimentally and theoretically. The obtained results demonstrate, for the first time, low reactivity of 3H‐pyrrole system and allow future research directions in the chemistry of this unique heterocyclic scaffold to be formulated.

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What this paper is about

The reactivity of azadiene system of non‐aromatic 3H‐pyrroles toward nitrogen‐, oxygen‐, and sulfur‐nucleophiles has been evaluated both experimentally and theoretically. The obtained results demonstrate, for the first time, low reactivity of 3H‐pyrrole system and allow future research directions in the chemistry of this unique heterocyclic scaffold to be formulated.

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OpenAlex reports 7 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

The reactivity of azadiene system of non‐aromatic 3H‐pyrroles toward nitrogen‐, oxygen‐, and sulfur‐nucleophiles has been evaluated both experimentally and theoretically. The obtained results demonstrate, for the first time, low reactivity of 3H‐pyrrole system and allow future research directions in the chemistry of this unique heterocyclic scaffold to be formulated.

Key concepts: Chemistry, Reactivity (psychology), Nucleophile, Pyrrole, Sulfur, Organic chemistry, Medicinal chemistry, Nitrogen

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