Of thiocarbonyl compounds

The reaction of thiocarbonyl compounds with diazoalkanes (alkyl, aryl substituted) frequently gives good to excellent yields of thiiranes. The mechanism may involve addition of a carbene across the thiocarbonyl group, especially in the presence of rhodium(II) acetate... 

Sakamoto M (2005) Photochemical Aspects of Thiocarbonyl Compounds in the Solid-State. 254 207-232... 

The use of thiocarbonyl compounds and also trimethylsilyldiazomethane in the Pechmann-Nold synthesis has greatly increased the scope of this reaction in recent years. Wolff s synthesis has also benefited from advances in the synthesis of both diazoketones and thionating reagents. 

Nitrosonium tetrafluorobprate was used later as oxidant for convertion of dithiolanthione 150 to dication 151.151 This technique was found to be general for oxidation of number of thiocarbonyl compounds (Scheme 56).146... 

Direct oxidation of thiocarbonyl compound by triflic anhydride results in stable dication salts containing disulfide framework. For example, reaction of thiocarbonate 155 with Tf2Q yields the dication salt 156 (Scheme 58).154... 

The conversion of thiocarbonyl compounds into carbonyl compounds, long attracted the interest of organic chemists and a variety of methods allowing this conversion have been developed, recurring to diverse organic and inorganic reagents.84... 

Conversion of thiocarbonyl compounds into carbonyl derivatives... 

The HOMO of thiocarbonyl compounds corresponds to the n-electrons of sulfur the 7r-orbitals of the C=S bond usually... 

Fig. 4.18. Possible mechanism of the olefination of thiocarbonyl compounds with electrophilic carhene complexes [1336].

When planning reactions of thiocarbonyl compounds with electrophilic carbene complexes it should be taken into aceount that thiocarbonyl compounds can undergo uncatalyzed 1,3-dipolar cycloaddition with acceptor-substituted diazomethanes to yield 1,3,4-thiadiazoles. These can either be stable or eliminate nitrogen to yield thiiranes or other products similar to those resulting from thiocarbonyl ylides [1338]. 

Table 4.22. Reactions of thiocarbonyl compounds with acceptor-substituted carbene complexes.

Considering that diaryl tellurides debrominate vic-dibromides, forming diarylteUurium dibromides (see Section 4.1.12.1), which in tnm can be easily hydrolysed to the corresponding tellnroxides by aqueous bases, a catalytic procedure has been provided for the oxidation of thiocarbonyl compounds. 

Photochemical Aspects of Thiocarbonyl Compounds in the Solid-State... 

The photochemistry of thiocarbonyl compounds has been extensively studied over the past three decades, and a variety of photochemical reactions are developed [1-8]. One of the earliest photochemical reactions of thiones is the reaction with oxygen [9]. Schonberg and Stephenson reported a detailed study of the photodimerization of thiophosgene and the wavelength-dependent pho-... 

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