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- Title
Altering Copper‐Catalyzed A<sup>3</sup> Couplings by Mechanochemistry: One‐Pot Synthesis of 1,4‐Diamino‐2‐butynes from Aldehydes, Amines, and Calcium Carbide.
- Authors
Turberg, Mathias; Ardila‐Fierro, Karen J.; Bolm, Carsten; Hernández, José G.
- Abstract
Abstract: The ability of mechanochemistry to alter established chemical selectivity is demonstrated. A copper(I)‐catalyzed mechanochemical aldehyde/alkyne/amine coupling using calcium carbide as the acetylene source provides selective access to 1,4‐diamino‐2‐butynes, which contrasts classical approaches that provide propargylamine‐type products. Solventless milling conditions were found to be essential to unmask A3 coupling products with new compositions.
- Subjects
COPPER; MECHANICAL chemistry; ALDEHYDES; AMINES; CALCIUM carbide
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 33, p10878
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201805505