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. 2022 Jun 27;87(14):9391–9398. doi: 10.1021/acs.joc.2c00694

Table 4. Results for the Synthesis of α-Methylidene-γ-lactam-Fused 2,6-Diketopiperazines 8 by a One-Pot Two-Step Sequence.

entry 1 (R1) 8 (%)a drb
1 1a (H) 8a (33)c (85)d
2 1b (Ph) 8b (77) >95:5
3 1c (CH(CH3)2) 8c (38)c (83)d >95:5
4 1d (CH3) 8d (61) >95:5
5 1e (CH2Ph) 8e (71) >95:5
a

Chemical yield after purification.

b

Determined by 1H NMR spectroscopy in the reaction mixture.

c

Starting from 2-(bromomethyl)acrylic acid.

d

Starting from 3-bromo-2-(bromomethyl)propionic acid.