Herstellung von 1, 3??Diketonen und von Nitro??diketonen durch (1: 1)??Acylierungen von Lithiumenolaten mit Acylchloriden

D Seebach, T Weller, G Protschuk…

Index: Seebach, Dieter; Weller, Thomas; Protschuk, Gerd; Beck, Albert K.; Hoekstra, Marvin S. Helvetica Chimica Acta, 1981 , vol. 64, # 3 p. 716 - 735

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Citation Number: 40

Abstract

Summary Slow addition of precooled solutions of lithium enolates in THF (Fig. 1) to solutions of equimolar amounts of acyl chlorides in the same solvent at temperatures between-80 and- 100" furnishes 1, 3-diketones in acceptable to good yields (Tables 1-3). Even 3- nitropropionyl and 4-nitrobutyryl chloride can be employed for the (1: 1)-acylation of enolates to give the synthetically useful 5-and 6-nitro-l, 3-diketones 13 and 25, ...