A One-Pot Photochemical Method for the Generation of Functionalized Aminocyclopentanes.

ABSTRACT: Detailed herein is the development of a photochemical intermolecular formal [3+2] cycloaddition between cyclopropylimines and substituted alkenes to generate aminocyclopentane derivatives. The Schiff base of the cyclopropylimine was designed to enable a masked N-centered radical approach in which the requisite open-shell character was achieved upon excitation with visible light. The cycloaddition products were directly converted to N-functionalized aminocyclopentanes via solvolysis and N-acylation. The photochemical component of this reaction sequence was demonstrated to operate in continuous flow.

SUBMITTER: Collins JL 

PROVIDER: S-EPMC9245028 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature