An Unexpected Result from a 1,3-Dipolar Cycloaddition: Synthesis of Pyrrolo[1,2,3-de]quinoxalines
Year: 2000
Type: conference-abstract
Abstract: As part of a programme to evaluate the imidazolinium ylides 2 in 1,3-dipolar cycloaddition reactions [1], we wished to explore intramolecular cycloaddition. The azomethine ylides 2 are prepared (Scheme 1) by alkylation of imidazolines 1 with an active halide such as an a-halo ester (X = CO2R) and addition of a base (DBU); in the presence of a dipolarophile, the dipole 2 undergoes regioselective and diasteroselective cycloaddition (e.g. Scheme 1). Thus in onepot, three of the five bonds of a new pyrrolidine ring are assembled
Authors: Raymond Jones, James Iley, Pedro Lory
Institution: Loughborough University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
OpenAlex ID: W2893763696