ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Preparation of 1,3-Diketones and of Nitro-diketones by (1:1)-Acylation of Lithium Enolates with Acyl ChloridesSlow 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-1, 3-diketones 13 and 25, respectively. The scope and the limitations of this method of preparing 1, 3-diketones are given and are compared with alternative methods.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19810640313
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