A Convenient Synthesis of Some Phenyl‐Substituted Aliyclic β‐Amino Esters and β‐Lactams

Nonn, Melinda and Drahos, László and Kiss, Loránd (2023) A Convenient Synthesis of Some Phenyl‐Substituted Aliyclic β‐Amino Esters and β‐Lactams. CHEMISTRYSELECT, 8 (47). No.-202303898. ISSN 2365-6549

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Abstract

A convenient synthetic procedure has been developed for the access of phenyl‐substituted alicyclic β‐amino acid derivatives. The substrate‐directed palladium‐catalyzed cross‐coupling of phenylboronic acid with five‐ or six‐membered cycloalkene β‐amino esters and bicyclic β‐lactams in the presence of Selectfluor as oxidant provided phenyl‐substituted alicyclic β‐amino esters and azetidin‐2‐ones. Phenylations were investigated under various experimental conditions with different ligands and solvent systems. The structural architecture of the starting compounds and the position of their ring olefin bond influenced and predetermined the structure of the products.

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