Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted β‐lactam building blocks

Autor: Sari Deketelaere, Gurkirat Kaur, Nicola Piens, Daan Deturck, Robin Depestel, Kristof Van Hecke, Christian V. Stevens, Vipan Kumar, Matthias D'hooghe
Rok vydání: 2022
Předmět:
Zdroj: JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN: 1943-5193
0022-152X
DOI: 10.1002/jhet.4597
Popis: In this study, the preparation of 4-imidoyl-, 4-oxiranyl-, and 4-propargyloxyphenyl-substituted beta-lactams as versatile building blocks in heterocyclic chemistry was realized. Efforts were made to deploy these polyvalent compounds for ensuing cyclization reactions en route to new bi- or polycyclic frameworks, which, in the case of a 3-chloro-4-propargyloxyphenyl-beta-lactam substrate, enabled the preparation of an unprecedented beta-lactam-fused benzotriazolo-oxazocane scaffold. The chemical structure of the latter polyheterocycle was unequivocally secured by means of X-ray analysis.
Databáze: OpenAIRE