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


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

Similar works

Full text

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

This paper was published in FigShare.

Having an issue?

Is data on this page outdated, violates copyrights or anything else? Report the problem now and we will take corresponding actions after reviewing your request.