One-pot synthesis of 5-oxopyrrolidine-2-carboxamides via a tandem Ugi 4CC/SN cyclization starting from Baylis-Hillman bromides

DOI: 10.1016/j.tet.2013.03.058

Source and publish data:

Tetrahedron p. 3823 - 3828 (2013)

Update date:2022-07-30

Topics:

Authors:

Zeng, Xiao-Hua

Wang, Hong-Mei

Wu, Lei Wu, Lei

Ding, Ming-Wu

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Article abstract of DOI:10.1016/j.tet.2013.03.058

A one-pot base-mediated synthesis of 5-oxopyrrolidine-2-carboxamides was developed. The reaction of Baylis-Hillman bromides 1, primary amines 2, isocyanides 3 and arylglyoxals 4 produced the 5-oxopyrrolidine-2-carboxamides 6 in good yields via a tandem Ugi condensation and intramolecular substitution at room temperature in the presence of Cs₂CO₃.

Full text of DOI:10.1016/j.tet.2013.03.058

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