- Thiol-Olefin Cooxidation (TOCO) Reaction. 9. A Self-Consistent Mechanism under Nonradical-Inducing Conditions
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The rate of oxygen consumption and the product distribution in the TOCO reaction under various experimental conditions are investigated and a self-consistent mechanism for the reaction under nonradical-inducing conditions is proposed that takes into consideration the observed structural and catalytic effects.Some interesting similarities between hydrogen bromide-olefin and thiol-olefin systems are discussed.
- D'Souza, Valerian T.,Nanjundiah, Raghunath,Baeza, H. Jaime,Szmant, H. Harry
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- Metal-free preparation of cycloalkyl aryl sulfides via di-tert-butyl peroxide-promoted oxidative C(sp3)-H bond thiolation of cycloalkanes
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A concise thiolation of the C(sp3)-H bond of cycloalkanes with diaryl disulfides in the presence of the oxidant di-tert-butyl peroxide (DTBP) has been developed. This reaction, without using any metal catalyst, tolerates varieties of disulfides and cycloalkanes substrates, giving good to excellent chemical yields, and thus provides a useful approach to cycloalkyl aryl sulfides from unactivated cycloalkanes.
- Zhao, Jincan,Fang, Hong,Han, Jianlin,Pan, Yi,Li, Guigen
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supporting information
p. 2719 - 2724
(2014/09/29)
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- NONCONVENTIONAL FRIEDEL-CRAFTS CHEMISTRY III. ON THE REGIOSPECIFIC SYNTHESIS OF SPIRO-4'-ONE DERIVATIVES
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The rection of 1-oxa-4-thiaspirononan-2-one (4) and/or 1-oxa-4-thiaspirodecan-2-one (5) with arenes (6) under the catalytic action of aluminum chloride afforded in all cases spiro-4'-ones (7a - g and 8a - g), -acetic acid, (9a - g and 10a - g), cycloalkylthioacetic acids, (11 and 20) aryl cycloalkyl sulfides, (14 and 23) diarylsulfides (15), diaryl disulfides and dicycloalkyl disulfides (13 and 22).The mechanisms of these reactions are discussed.Key words: Spiroisothiochroman-4-ones; Friedel-Crafts reactions.
- El-Zohry, Maher F.
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p. 311 - 320
(2007/10/02)
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