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

Reaction conditions investigation of the Sn2/lactamization process.

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Entry Base (1 eq.) M T (°C) t Yielda/notes
1 — 0.20 rt 96 h Sm in complex mixture
2 — 0.20 50 24 h 30%
3 NaHCO3 0.20 50 48 h No react.
4 K2CO3 0.20 50 24 h 45%
5 DIPEA 0.20 50 24 h 80%
6 DIPEA 0.10 50 24 h 57%
7 DIPEA 0.20 rt 24 h Sm and acyclic intermediate
8 DIPEA Solvent free rt 24 h Sm and acyclic intermediate
9 DIPEA Solvent free 50 24 h Complex mixture of products
a

Isolated yields by chromatography.

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