Construction of thiocarbonyl (C = S) with inorganic sulfur

Abstract The strategy of combining inorganic sulfur sources with carbon sources has been successfully applied in the construction of thiocarbonyl (C = S), which avoids the utilization of traditional sulfuration reagents such as volatile carbon disulfide, highly toxic thiophosgene, malodorous Lawesson reagents et al. and provides a practical and environment-friendly process for the synthesis of thioamides, thiocarbamides, oxazolidinethiones and dithiocarbamates. These convenient methods are effective tools for drug late stage modification, the synthesis of chiral catalysts and material molecules et al. GRAPHICAL ABSTRACT

[1]  Xuefeng Jiang,et al.  Pd-Catalyzed C-S Cyclization via C-H Functionalization Strategy: Access to Sulfur-containing Benzoheterocyclics , 2018, Chinese Journal of Chemistry.

[2]  Xuefeng Jiang,et al.  Green carbon disulfide surrogate via a combination of potassium sulfide and chloroform for benzothiazine-thione and benzothiazole-thione construction , 2018 .

[3]  Xuefeng Jiang,et al.  Polysulfurating reagent design for unsymmetrical polysulfide construction , 2018, Nature Communications.

[4]  Xuefeng Jiang,et al.  Controllable Sulfoxidation and Sulfenylation with Organic Thiosulfate Salts via Dual Electron- and Energy-Transfer Photocatalysis , 2017 .

[5]  Xuefeng Jiang,et al.  Construction of Functionalized Annulated Sulfone via SO2/I Exchange of Cyclic Diaryliodonium Salts. , 2017, Organic letters.

[6]  Xuefeng Jiang,et al.  Nucleophilic disulfurating reagents for unsymmetrical disulfides construction via copper-catalyzed oxidative cross coupling , 2017 .

[7]  Xuefeng Jiang,et al.  Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction. , 2017, Organic letters.

[8]  Xuefeng Jiang,et al.  Cu(ii)-catalyzed sulfide construction: both aryl groups utilization of intermolecular and intramolecular diaryliodonium salt. , 2017, Chemical communications.

[9]  Xuefeng Jiang,et al.  Recent developments in sulfur-carbon bond formation reaction involving thiosulfates. , 2017, Organic & biomolecular chemistry.

[10]  P. Kiełbasiński,et al.  Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis. , 2017, Chemical reviews.

[11]  M. Feng,et al.  New Design of a Disulfurating Reagent: Facile and Straightforward Pathway to Unsymmetrical Disulfanes by Copper-Catalyzed Oxidative Cross-Coupling. , 2016, Angewandte Chemie.

[12]  Xuefeng Jiang,et al.  Transition-Metal-Free Diarylannulated Sulfide and Selenide Construction via Radical/Anion-Mediated Sulfur-Iodine and Selenium-Iodine Exchange. , 2016, Organic letters.

[13]  Xuefeng Jiang,et al.  A practical synthesis of novel chiral sulfoxide-nitrogen ligands , 2016 .

[14]  Xuefeng Jiang,et al.  Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis. , 2016, Organic letters.

[15]  Yiming Li,et al.  Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis. , 2016, Organic letters.

[16]  Xuefeng Jiang,et al.  Mechanistic Study of a Photocatalyzed C-S Bond Formation Involving Alkyl/Aryl Thiosulfate. , 2015, Chemistry.

[17]  Xuefeng Jiang,et al.  CO2-promoted oxidative cross-coupling reaction for C-S bond formation via masked strategy in an odourless way. , 2015, Chemical communications.

[18]  M. Feng,et al.  Transition-metal-free persulfuration to construct unsymmetrical disulfides and mechanistic study of the sulfur redox process. , 2015, Chemical communications.

[19]  Xiaomei Zhang,et al.  Sulfide synthesis through copper-catalyzed C-S bond formation under biomolecule-compatible conditions. , 2015, Chemical communications.

[20]  D. Enders,et al.  Organocatalytic carbon-sulfur bond-forming reactions. , 2014, Chemical reviews.

[21]  Xuefeng Jiang,et al.  Direct Cross-Coupling Access to Diverse Aromatic Sulfide: Palladium-Catalyzed Double C—S Bond Construction Using Na2S2O3 as a Sulfurating Reagent. , 2014 .

[22]  Yiming Li,et al.  A highly efficient Cu-catalyzed S-transfer reaction: from amine to sulfide. , 2014, Organic letters.

[23]  H. Liu,et al.  Transfer of sulfur: from simple to diverse. , 2013, Chemistry, an Asian journal.

[24]  H. Liu,et al.  Efficient access to 1,4-benzothiazine: palladium-catalyzed double C-S bond formation using Na2S2O3 as sulfurating reagent. , 2013, Organic letters.

[25]  M. Maestro,et al.  N-(Diazoacetyl)oxazolidin-2-thiones as sulfur-donor reagents: asymmetric synthesis of thiiranes from aldehydes. , 2012, Angewandte Chemie.

[26]  W. M. Hussein,et al.  2-Mercaptobenzothiazole and its Derivatives: Syntheses, Reactions and Applications , 2012 .

[27]  M. Pedras,et al.  The phytoalexins from cultivated and wild crucifers: chemistry and biology. , 2011, Natural product reports.

[28]  O. Mert,et al.  A Berzelius reagent, phosphorus decasulfide (P4S10), in organic syntheses. , 2010, Chemical reviews.

[29]  O. Kallioniemi,et al.  High-Throughput Cell-Based Screening of 4910 Known Drugs and Drug-like Small Molecules Identifies Disulfiram as an Inhibitor of Prostate Cancer Cell Growth , 2009, Clinical Cancer Research.

[30]  O. Mert,et al.  Use of Lawesson's reagent in organic syntheses. , 2007, Chemical reviews.

[31]  Estibaliz Sansinenea,et al.  The synthetic versatility of oxazolidinethiones , 2007 .

[32]  N. Azizi,et al.  Straightforward and highly efficient catalyst-free one-pot synthesis of dithiocarbamates under solvent-free conditions. , 2006, Organic letters.

[33]  Xuefeng Jiang,et al.  A General Strategy for Synthesis of Heterocyclic Hemiketal‐Containing α,β‐Unsaturated Ketones from Ynediones , 2016 .

[34]  Kuan‐Miao Liu,et al.  A highly efficient one-pot method for the synthesis of thioureas and 2-imino-4-thiazolidinones under microwave conditions , 2014 .

[35]  R. Buhl,et al.  Tumor necrosis factor-alpha modulates the selective interference of hypnotics and sedatives to suppress N-formyl-methionyl-leucyl-phenylalanine-induced oxidative burst formation in neutrophils. , 1997, Critical care medicine.

[36]  M. Yoshioka,et al.  Living radical polymerization through the use of iniferters: Controlled synthesis of polymers , 1989 .

[37]  Satyavan Sharma.  Thiophosgene in Organic Synthesis , 1978 .