Oxidation of hydrazones to the corresponding diazo compounds in

Details Oxidation of hydrazones to the corresponding diazo compounds in Oxidation of hydrazones to the corresponding diazo compounds in

1976-09-21

1978-05-30

Higel, Floyd D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

252426, 252441, 260239AA, 260296R, 260329AM, 2603477, C07C11300, C07C11302, C07C11304

Patent

active

040923061

ABSTRACT:
A process for the preparation of diazo compounds, particularly diazo alkanes, is described in which a hydrazone is oxidized to a corresponding diazo compound in a two phase reaction medium in the presence of a phase transfer catalyst, and an oxidation catalyst which is iodine, and iodide or an iodonium salt, preferably in the presence of a base.

REFERENCES:
morrison et al., J. Org. Chem., vol. 26, pp. 2617 and 2618 (1961).
Theilheimer (I), "Synthetic Methods of Organic Chemistry," vol. 19, p. 155, #354 (1965).
Stark et al., Chemical Abstracts, vol. 72, p. 292, Item #11527t (1970).
Day et al., Chemical Abstracts, vol. 64, 9577d (1966).
Nenitzescu, "Organic Synteses," collected vol. II, pp. 496 and 497 (1943).
Smith, "Open-Chain-Nitrogen Compounds," vol. 2, pp. 165 and 166 (1966).
Smith et al., "Organic Syntheses," collective vol. III, pp. 351 and 352 (1955).
Theilheimer (II), "Synthetic Method of Organic Chemistry," vol. 16, p. 172, #360 (1962).

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