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Reactivity of the Acridine Ring: One-Pot Regioselective Single and Double Bromomethylation of Acridine and Some Derivatives

Julien Chiron, Jean‐Pierre Galy

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Abstract

We report here a new efficient regioselective synthetic route to 4-bromomethylacridine and to 4,5-bis-(bromomethyl)acridine, two interesting starting materials for various 4-methyleneacridine and 4,5-bis-(methylene)acridine derivatives, in one step by direct bromomethylation of acridine with bromomethylmethylether (BMME). We also describe some biologically interesting diesters derivatives from the corresponding 4,5-bis(hydroxymethyl)acridine precursor.

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What this paper is about

We report here a new efficient regioselective synthetic route to 4-bromomethylacridine and to 4,5-bis-(bromomethyl)acridine, two interesting starting materials for various 4-methyleneacridine and 4,5-bis-(methylene)acridine derivatives, in one step by direct bromomethylation of acridine with bromomethylmethylether (BMME). We also describe some biologically interesting diesters derivatives from the corresponding 4,5-bis(hydroxymethyl)acridine precursor.

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Available abstract

We report here a new efficient regioselective synthetic route to 4-bromomethylacridine and to 4,5-bis-(bromomethyl)acridine, two interesting starting materials for various 4-methyleneacridine and 4,5-bis-(methylene)acridine derivatives, in one step by direct bromomethylation of acridine with bromomethylmethylether (BMME). We also describe some biologically interesting diesters derivatives from the corresponding 4,5-bis(hydroxymethyl)acridine precursor.

Key concepts: Acridine, Chemistry, Regioselectivity, Acridine derivatives, Methylene, Reactivity (psychology), Hydroxymethyl, Ring (chemistry)

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Reactivity of the Acridine Ring: One-Pot Regioselective Single and Double Bromomethylation of Acridine and Some Derivatives — Research Paper | ScholarLens