Thallation carbonylation of arenes

Details Thallation carbonylation of arenes Thallation carbonylation of arenes

1979-12-11

1981-07-21

Randolph, John D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

544 92, 544 94, 260326R, 2603433R, 2603467, 560 97, 560103, 562406, C07D30783, C07D31100

Patent

active

042798230

ABSTRACT:
Simple arenes, aryl alcohols, aryl acids and aryl amides are reacted with an electrophilic thallium salt to provide arylthallium intermediates; and thereafter, the arylthallium compound is directly carbonylated by reacting with carbon monoxide in the presence of a noble metal carbonylation catalyst, such as palladium halide salts. The carbonylation reaction provides an excellent yield at room temperature and atmospheric pressure and is catalytic with respect to the noble metal salt.

REFERENCES:
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patent: 3790607 (1974-02-01), Lichstein
patent: 3832381 (1974-08-01), Taylor et al.
patent: 3917670 (1975-11-01), Baird, Jr. et al.
patent: 4093647 (1978-06-01), Van Venrooy
Taylor et al., J. Am. Chem. Soc., vol. 93, pp. 4895-4850 (1971).
Mori et al., Heterocycles, vol. 13, pp. 329 to 332 (1979).
Falbe, Carbon Monoxide in Organic Synthesis, frontispage, pp. VIII-IX, 82-83 and 98-99, Springer-Verlag, N.Y. (1970).
Davidson et al., J. Chem. Soc. (A), 1968, pp. 1616 to 1617.

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