Issue 2, 2025

Efficient synthesis of trisubstituted allenes via palladium-catalysed deaminative coupling of tertiary propargylamines with arylsiloxanes

Abstract

A novel and efficient method for the palladium-catalysed and highly regioselective synthesis of trisubstituted allenes via deaminative coupling of tertiary propargylamines with arylsiloxanes is reported. Both unactivated propargylamines and arylsiloxanes were activated in situ using Et3N·3HF, followed by cross-coupling to facilitate C–C bond formation through C–N bond cleavage. The method demonstrates exceptional functional group compatibility, high yields, and readily accessible coupling partners.

Graphical abstract: Efficient synthesis of trisubstituted allenes via palladium-catalysed deaminative coupling of tertiary propargylamines with arylsiloxanes

Supplementary files

Article information

Article type
Research Article
Submitted
24 Ful 2024
Accepted
16 Sad 2024
First published
22 Sad 2024

Org. Chem. Front., 2025,12, 623-628

Efficient synthesis of trisubstituted allenes via palladium-catalysed deaminative coupling of tertiary propargylamines with arylsiloxanes

M. Liao, Z. Yi, Q. You, C. Liu, H. Feng and J. Huang, Org. Chem. Front., 2025, 12, 623 DOI: 10.1039/D4QO01780C

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