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Letters in Organic Chemistry

Author(s): Maaroof Zarei

DOI: 10.2174/1570178611666141201224959

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An Easy and Convenient Synthesis of β-Lactams via a One-Pot Staudinger Reaction with 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium Chloride Starting from Substituted Carboxylic Acids

Page: [44 - 49] Pages: 6

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Abstract

An easy and convenient direct synthesis of 2-azetidinones is described. The [2+2] cycloaddition reaction of imines and carboxylic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) has been employed to synthesize a variety of 2-azetidinones in high yields. The products were easily isolated because the byproducts are highly soluble in water.

Keywords: β-Lactam, 2-Azetidinone, Staudinger reaction, DMTMM, Ketene, Imine.

Graphical Abstract