O-Acylation using organothallium compounds

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260410, 2604105, 2604109R, 2604109N, 260484A, 260488H, 260488R, C07C 6966

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active

039474887

ABSTRACT:
Thallous salts of .beta.-dicarbonyl compounds, prepared by reaction of the .beta.-dicarbonyl compounds with a thallous alkoxide, are treated with alkyl halides to give C-alkyl products in high yield, with acyl halides at room temperature to give C-acyl products, and with acyl halides at low temperatures to give O-acyl products. Thallous phenolates are esterified with acyl or aroyl halides. Anhydrides are also prepared, as are biaryls and bi-sec-alkyls. N-Heterocyclics, including purines and pyrimidines, are N-alkylated. Lactams are O-acylated or N-alkylated.

REFERENCES:
patent: 2336317 (1943-12-01), Thurston
Chem. Abst., 52, 8108g, (1957).
J. Gen. Chem., (USSR), 27, 3084, (1957).

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