Metal catalyst-free N-allylation/alkylation of imidazole and benzimidazole with Morita–Baylis–Hillman (MBH) alcohols and acetates

• Olfa Mhasni,
• Jalloul Bouajila and
• Farhat Rezgui

Beilstein J. Org. Chem. 2023, 19, 1251–1258, doi:10.3762/bjoc.19.93

Effect of the ortho-hydroxy group of salicylaldehyde in the A³ coupling reaction: A metal-catalyst-free synthesis of propargylamine

• Sujit Ghosh,
• Kinkar Biswas,
• Suchandra Bhattacharya,
• Pranab Ghosh and
• Basudeb Basu

Beilstein J. Org. Chem. 2017, 13, 552–557, doi:10.3762/bjoc.13.53

• acetylene, established as a general protocol, and is believed to be of interest for synthetic chemists from green chemistry. Keywords: A3 coupling; metal-catalyst-free; propargylamine; salicylaldehyde; terminal alkyne; Introduction Propargylamines are important synthetic intermediates for the preparation

• was made by varying the other two components viz. the secondary cyclic amine and the terminal alkyne. The results are not only encouraging but constitute a hitherto unknown general protocol for the preparation of propargylamines under metal-catalyst-free A3 coupling of salicylaldehyde as the aldehyde

• only metal-catalyst-free approach from acetylene carboxylic acids that are difficultly accessible and with low atom economy. Thus the present reaction from easily available A3 components leading to the formation of propargylamine under metal-catalyst-free and solvent-free conditions could attract the