Synthesis of Exclusively 4-Substituted β-Lactams through the Kinugasa Reaction Utilizing Calcium Carbide.

Org Lett

Institute of Organic Chemistry , Justus Liebig University, Heinrich-Buff-Ring 17 , 35392 Giessen , Germany.

Published: May 2019

A new Kinugasa reaction protocol has been elaborated for the one-pot synthesis of 4-substituted β-lactams utilizing calcium carbide and nitrone derivatives. Calcium carbide is thereby activated by TBAF·3HO in the presence of CuCl/NMI. The ease of synthesis and use of inexpensive chemicals provides rapid access of practical quantities of β-lactams exclusively substituted at position 4.

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http://dx.doi.org/10.1021/acs.orglett.9b01192DOI Listing

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