A Diastereoselective Route to Benzoannelated Bridged Sultams

Abstract

A practical diastereoselective method for the synthesis of benzoannelated tri- and tetracyclic bridged sultams has been developed. The synthetic route employs widely available, substituted o-iodoanilines and is based on intramolecular Michael addition followed by cycloalkylation with α,ω-dihaloalkanes, or vice versa. The target compounds were isolated in good yields and the diastereoselectivity of the reaction could be easily controlled by the order of Michael addition and cycloalkylation steps.

Key words

heterocycles - bridged sultams - Michael addition - cycloalkylation - diastereoselective synthesis

Publikationsverlauf

Eingereicht: 12. Mai 2021

Angenommen nach Revision: 17. Juni 2021

Accepted Manuscript online:
17. Juni 2021

Artikel online veröffentlicht:
04. August 2021

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