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. 2013 Dec 27;9:2934–2939. doi: 10.3762/bjoc.9.330

Table 2.

Synthesis of pyrrolidinones 2a2h via four-component reactionsa.

graphic file with name Beilstein_J_Org_Chem-09-2934-i002.jpg

Entry Compd X Ar Yieldb (%)

1 2a O p-CH3OC6H4 75c
2 2b O p-CH(CH3)2C6H4 73
3 2c O p-CH3C6H4 65
4 2d O C6H5 87
5 2e O m-NO2C6H4 79
6 2f CH2 p-CH3C6H4 75
7 2g CH2 m-CH3C6H4 72
8 2h CH2 p-(CH3)3CC6H4 80

aReaction condition: 2-aminobenzothiazole (2.0 mmol), acetylenedicarboxylate; (2.0 mmol), aromatic aldehyde (2.0 mmol), piperidine or piperidine (2.0 mmol), p-TsOH (0.5 mmol), in EtOH (10.0 mL), rt, 20 min., 50–60 °C 48 h; bIsolated yield.