The invention of new radical chain reactions. Part XIII. High yielding decarboxylative chalcogenation of aliphatic and alicyclic acids

Derek H.R. Barton; Dominique Bridon; Samir Z. Zard

The invention of new radical chain reactions. Part XIII. High yielding decarboxylative chalcogenation of aliphatic and alicyclic acids

Derek H.R. Barton
, Dominique Bridon
, Samir Z. Zard

Institut de Chimie des Substances Naturelles

Research output: Contribution to journal › Article › peer-review

Abstract

Irradiation with a tungsten lamp of mixed anhydrides (e.g. 8) derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-pyridine thione 3 in the presence of a disulphide, diselenide or ditelluride gives the corresponding chalcogenide (e.g. 9, 10, or 11) in high yield. The process involves a radical decarboxylation followed by S_H2 reaction of the intermediate carbon radical on the dichalcogenide.

Original language	English
Pages (from-to)	449-462
Number of pages	14
Journal	Heterocycles
Volume	25
Issue number	C
Publication status	Published - 1 Jan 1987
Externally published	Yes

Cite this

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title = "The invention of new radical chain reactions. Part XIII. High yielding decarboxylative chalcogenation of aliphatic and alicyclic acids",

abstract = "Irradiation with a tungsten lamp of mixed anhydrides (e.g. 8) derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-pyridine thione 3 in the presence of a disulphide, diselenide or ditelluride gives the corresponding chalcogenide (e.g. 9, 10, or 11) in high yield. The process involves a radical decarboxylation followed by SH2 reaction of the intermediate carbon radical on the dichalcogenide.",

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AU - Barton, Derek H.R.

AU - Bridon, Dominique

AU - Zard, Samir Z.

PY - 1987/1/1

Y1 - 1987/1/1

N2 - Irradiation with a tungsten lamp of mixed anhydrides (e.g. 8) derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-pyridine thione 3 in the presence of a disulphide, diselenide or ditelluride gives the corresponding chalcogenide (e.g. 9, 10, or 11) in high yield. The process involves a radical decarboxylation followed by SH2 reaction of the intermediate carbon radical on the dichalcogenide.

AB - Irradiation with a tungsten lamp of mixed anhydrides (e.g. 8) derived from aliphatic or alicyclic carboxylic acids and N-hydroxy-2-pyridine thione 3 in the presence of a disulphide, diselenide or ditelluride gives the corresponding chalcogenide (e.g. 9, 10, or 11) in high yield. The process involves a radical decarboxylation followed by SH2 reaction of the intermediate carbon radical on the dichalcogenide.

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M3 - Article

AN - SCOPUS:0000373193

SN - 0385-5414

VL - 25

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EP - 462

JO - Heterocycles

JF - Heterocycles

IS - C

ER -

The invention of new radical chain reactions. Part XIII. High yielding decarboxylative chalcogenation of aliphatic and alicyclic acids

Abstract

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