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. 2018 Jun 20;8(40):22498–22505. doi: 10.1039/c8ra03605e

Synthesis of thiophene derivatives 3a–3ja.

graphic file with name c8ra03605e-u3.jpg
Entry Compd Ar R Yield (%)b
1 3a p-CH3OC6H4 Bn 62
2 3b m-CH3OC6H4 Bn 60
3 3c o-CH3OC6H4 Bn 60
4 3d p-CH3C6H4 Bn 55
5 3e p-ClC6H4 Bn 63
6 3f p-BrC6H4 Bn 55
7 3g p-CH3C6H4 H 60
8 3h p-CH3OC6H4 Me 68
9 3i p-CH3OC6H4 CH2CH2Ph 58
10 3j p-CH3OC6H4 CH2C6H4OH-p 66
a

Reaction conditions: 1. ArCHO (2.0 mmol), CH2(CN)2 (2.0 mmol), α-amino acid ethyl ester (2.0 mmol), 1,3-thiazolidinedione (2.0 mmol), Et3N (3.0 mmol), 40–50 °C, 6 h; 2. DDQ (2.2 mmol), 60 °C, 4 h.

b

Isolated yields.