10.1021/acs.orglett.6b00757.s001

Type 1 Ring-Opening Reactions of Cyclopropanated 7‑Azabenzonorbornadienes with Organocuprates

Abstract

The first nucleophilic ring-opening reactions of cyclopropanated 7-azabenzonorbornadienes have been achieved using organocuprates. Tricyclic or tetracyclic γ-lactams were obtained as the sole product in good yields of up to 98% when alkoxycarbonyl groups occupied the N-substituent position. Successful conversions to lactams were observed for primary, secondary, tertiary, and aromatic nucleophiles, as well as for a variety of substrates functionalized on the benzene ring. A possible mechanism for these transformations is discussed

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oai:figshare.com:article/3160543Last time updated on 2/12/2018

This paper was published in FigShare.

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