Abstract:A novel thionation protocol for carbonyl compounds, with the system PSCl3/H2O/Et3N has been discovered. Clean, rapid, and efficient synthesis of a variety of thiocarbonyl compounds such as thioamides, thiolactams, thioketones, thioxanthones, and thioacridone can be achieved through this simple and convenient method under solventless condition with microwave irradiation.
“…[27][28][29] Due to this ease of access to thiocarbonyl compounds, oxidation of these is a widely used route to sulfines. [27][28][29] Due to this ease of access to thiocarbonyl compounds, oxidation of these is a widely used route to sulfines.…”
Section: Oxidation To Sulfinesmentioning
confidence: 99%
“…The conversion of ketones and aldehydes into thiocarbonyl compounds is a simple, one-pot, one-step reaction often carried out under microwave irradiation and resulting in high yields. [27][28][29] Due to this ease of access to thiocarbonyl compounds, oxidation of these is a widely used route to sulfines. The oxidation of thiocarbonyl compounds to sulfines has been reported using m-CPBA, [6] and monoperphthalic acid.…”
This review focuses on the synthesis and reactivity of thioketone S‐oxides (sulfines). Sulfines have been long established as being reactive intermediates of high interest and with potential for wide application in organic synthesis. The review will cover many aspects of sulfines: the first section looks at the different routes to the synthesis of these compounds with a detailed look at more recently developed routes; the second section details the scope of reactivity of these types of compounds and how they are useful in synthetic organic chemistry with a particular look at cycloaddition and nucleophilic addition reactions.
“…[27][28][29] Due to this ease of access to thiocarbonyl compounds, oxidation of these is a widely used route to sulfines. [27][28][29] Due to this ease of access to thiocarbonyl compounds, oxidation of these is a widely used route to sulfines.…”
Section: Oxidation To Sulfinesmentioning
confidence: 99%
“…The conversion of ketones and aldehydes into thiocarbonyl compounds is a simple, one-pot, one-step reaction often carried out under microwave irradiation and resulting in high yields. [27][28][29] Due to this ease of access to thiocarbonyl compounds, oxidation of these is a widely used route to sulfines. The oxidation of thiocarbonyl compounds to sulfines has been reported using m-CPBA, [6] and monoperphthalic acid.…”
This review focuses on the synthesis and reactivity of thioketone S‐oxides (sulfines). Sulfines have been long established as being reactive intermediates of high interest and with potential for wide application in organic synthesis. The review will cover many aspects of sulfines: the first section looks at the different routes to the synthesis of these compounds with a detailed look at more recently developed routes; the second section details the scope of reactivity of these types of compounds and how they are useful in synthetic organic chemistry with a particular look at cycloaddition and nucleophilic addition reactions.
“….93 a [9,10] 7.92 b [11] 8.02 c [25] 7.95 d [25] 10.10 a [9,10] 11.08 b [11] 9.21 d [15] 9.21 d [16] 10.56 d [17] 10.62 d [18] 10.32 d [19] 7.40 d [20] b 8.48 [21] 8.53 c [25] 8.48 d [25] 9.51 a [9] 9.36 / 9.46 b [14] 9.64 e [12] 11.17 d [18] 11.22 d [22] 8.10 d [13] c 8.55 d [23] 8.64 d [24] 7.60 d , f 10.0 d [16] 8.67 d [20] 11.75 d [16] 8.18 d [25] …”
The reaction of N, N-diaryl-substituted formamides with oxalyl chloride gives rise, instead to the formation of the expected salt-like formamide chlorides, to the formation of corresponding non-ionic N-dichloromethyl-substituted diarylamines.
“…Heterogenised reagents [26][27][28] has evinced the attention of researchers because of their handling ease, lower toxicity, non explosive and malodorous nature. Another important motive of supported reagents is facile isolation of the pure product than their solution phase equivalents.…”
An efficient, economically viable and operationally simple method was developed for deoximation of oximes (of ketones and aldehydes) to their corresponding carbonyl compounds using polymer beads ofN, N-dichloro poly(styrene-co-divinylbenzene)sulphonamide resin. Polymeric reagent offered speedy conversion and substantial yields of products under mild condition and is recyclable. Deoximation was monitored by the use of13C NMR.
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