An efficient method for the synthesis of disubstituted thioureas via the reaction of N,N′-di-Boc-substituted thiourea with alkyl and aryl amines under mild conditions

Yin, Biaolin; Liu, Zhaogui; Yi, Mingjun; Zhang, Jiancun

doi:10.1016/j.tetlet.2008.03.158

Cited by 22 publications

(12 citation statements)

References 29 publications

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“…[208][209][210] Traditionally, substituted thioureas have been synthesized by the condensation of amines (primary and secondary) with thiophosgene, 211 or isothiocyanate, 212 and reaction of amines with carbon disulfide, 213,214 among others. 215,216 Sun and co-workers established the synthesis of substituted thiourea derivatives under catalyst-free conditions in aqueous media 217 via the reaction of thiazolidine-2-thiones with various amines (Scheme 24); a variety of unsymmetrical and symmetrical thioureas were obtained in good to excellent yields (60-90%). The protocol offers numerous advantages including a catalyst-free approach, a broad applicability, and simple operation, while providing a greener alternative to conventional routes.…”

Section: Aldol Reaction Of Thiazolidinedionesmentioning

confidence: 99%

Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis

et al. 2013

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Catalyst-free reactions developed during the last decade and the latest developments in this emerging field are summarized with a focus on catalyst-free reactions in-water and on-water. Various named reactions, multi-component reactions and the synthesis of heterocyclic compounds are discussed including the use of various energy input systems such as microwave- and ultrasound irradiation, among others. Organic chemists and the practitioners of this art both in academia and industry hopefully will continue to design benign methodologies for organic synthesis in aqueous media under catalyst-free conditions by using alternative energy inputs based on fundamental principles.

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Section: Aldol Reaction Of Thiazolidinedionesmentioning

confidence: 99%

Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis

et al. 2013

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“…The mechanism of the whole process is shown in Figure 5a. Another intermediate that was synthesized by using dithiocarbamate is thiourea, and synthesis via this procedure was preferred because toxic reagents such as hydrogen sulphide and thiophosgene were not needed [72]. Moreover, harsh reaction conditions such as the use of strong base or acid, elongated time of reaction and high temperature of the reaction are not required, unlike the other known synthetic routes [73].…”

Section: Application Of Dithiocarbamate Compounds In the Synthesis Of...mentioning

confidence: 99%

The Versatility in the Applications of Dithiocarbamates

Ajiboye

Marzouki

Onwudiwe

2022

IJMS

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Dithiocarbamate ligands have the ability to form stable complexes with transition metals, and this chelating ability has been utilized in numerous applications. The complexes have also been used to synthesize other useful compounds. Here, the up-to-date applications of dithiocarbamate ligands and complexes are extensively discussed. Some of these are their use as enzyme inhibitor and treatment of HIV and other diseases. The application as anticancer, antimicrobial, medical imaging and anti-inflammatory agents is examined. Moreover, the application in the industry as vulcanization accelerator, froth flotation collector, antifouling, coatings, lubricant additives and sensors is discussed. The various ways in which they have been employed in synthesis of other compounds are highlighted. Finally, the agricultural uses and remediation of heavy metals via dithiocarbamate compounds are comprehensively discussed.

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“…For the use of thiourea as a building-block in the synthesis of heterocycles, see: Yin et al (2008). For the diverse biological properties of thiourea-containing compounds and their metal complexes, see: Saeed et al (2010); Solomon et al (2010); Karakuş & Rollas (2002); Abdullah & Salh (2010).…”

Section: Related Literaturementioning

confidence: 99%

“…For the past few decades, thiourea derivatives have attracted great attention not only because they are important building blocks in the synthesis of heterocycles and organo-metal complexes (Yin et al, 2008) but also due to their broad spectrum of biological activities such as anti-bacterial, anti-cancer (Saeed et al, 2010), anti-malarial (Solomon et al, 2010, anti-tuberculosis (Karakuş & Rollas 2002) anti-convulsion, analgesic and HDL-elevating properties. In addition, metal complex of thiourea derivatives exhibit anti-inflammatory, anti-cancer and anti-fungal activities (Abdullah & Salh, 2010).…”

Section: Commentmentioning

confidence: 99%