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. 2023 Feb 24;13(10):6557–6563. doi: 10.1039/d3ra00378g

Reaction conditions investigation of the Mannich/lactamization process.

graphic file with name d3ra00378g-u1.jpg
Entry Nucleophile Base (1 eq.) Time (h) T (°C) Solvent Yielda (%)
1 CH3NO2 K2CO3 96 rt CH3CN
2 CH3NO2 48 rt Complex mixture
3 CH3NO2 18 50 6a, 80
4 CH3NO2 20 50 6a, 99
5 DMM 17 50 7a, 80
6 Malononitrile 17 50 Complex mixture
7 Acetylacetone 24 50 Complex mixture
8 Acetophenone 24 50 No reaction
a

Isolated yields by chromatography.