Issue 11, 2024

Sequential Glaser reaction – diastereoselective cyclocarboxylation of propargylamines with CO2: a green catalytic access to bis-oxazolidinonedienes and their topochemical polymerization

Abstract

A novel catalytic route for the direct synthesis of bis-oxazolidinonedienes from CO2 and propargylic amines is presented. An inexpensive copper catalyst promotes the Glaser coupling and a subsequent double cyclization step. The obtained diene derivatives undergo polymerization in the solid state, showcasing a rare example of spontaneous topochemical polymerization.

Graphical abstract: Sequential Glaser reaction – diastereoselective cyclocarboxylation of propargylamines with CO2: a green catalytic access to bis-oxazolidinonedienes and their topochemical polymerization

Supplementary files

Article information

Article type
Communication
Submitted
16 Feb 2024
Accepted
02 May 2024
First published
06 May 2024

Green Chem., 2024,26, 6429-6435

Sequential Glaser reaction – diastereoselective cyclocarboxylation of propargylamines with CO2: a green catalytic access to bis-oxazolidinonedienes and their topochemical polymerization

F. Mele, A. M. Constantin, F. Sacchelli, D. Schiroli, P. P. Mazzeo, G. Maestri, E. Motti, R. Maggi, R. Mancuso, B. Gabriele, F. Pancrazzi and N. Della Ca’, Green Chem., 2024, 26, 6429 DOI: 10.1039/D4GC00818A

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