scholarly journals K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2225 ◽  
Author(s):  
Yongjun Bian ◽  
Xingyu Qu ◽  
Yongqiang Chen ◽  
Jun Li ◽  
Leng Liu
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Sulfur Atom ◽  
Coupling Reaction ◽  
Sulfur Source ◽  
Atom Transfer ◽  
Free Condition ◽  
Metal Free ◽  
Aryl Aldehydes ◽  
Three Component Coupling

Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.

Unsymmetrical Heterocycle Cross-Couplings Enabled by Sulfur(IV) Reagents

Synlett ◽  
2020 ◽  
Vol 31 (20) ◽  
pp. 1962-1966
Author(s):  
Tian Qin ◽  
Min Zhou ◽  
Jet Tsien
Keyword(s):  
Natural Products ◽  
Transition Metal ◽  
Sulfur Atom ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Product Formation ◽  
Reductive Elimination ◽  
Elimination Process ◽  
Metal Free ◽  
Cross Coupling Reaction

Whereas metal-mediated cross-couplings find broad applications in syntheses of medicines, agrochemicals, and natural products, these powerful transformations have limited utility for Lewis basic substrates (e.g., heteroarenes), wherein basic functionalities coordinate to the metal center, hindering product formation. In this context, we have developed a transition-metal-free cross-coupling reaction mediated by sulfur(IV). This method leverages the ability of simple alkyl sulfinyl(IV) chlorides to form bipyramidal sulfurane complexes to drive a pseudo ‘reductive elimination’ process from the hypervalent sulfur atom, thereby readily providing unsymmetrical biheteroarenes.1 Introduction2 Historical Sulfurane(IV)-Mediated Couplings3 Unsymmetrical Heterocycle Cross-Couplings4 Conclusion

Deuterative cyclization of sulfanyl 1,6-diynes: complete and monodeuteration of functional groups on heterocycles

2015 ◽  
Vol 2 (3) ◽  
pp. 201-205 ◽  
Author(s):  
Yukiteru Ito ◽  
Mitsuhiro Yoshimatsu
Keyword(s):  
Transition Metal ◽  
Exchange Reaction ◽  
Functional Groups ◽  
Reductive Cyclization ◽  
Metal Free ◽  
Sodium Borodeuteride

Regioselective H/D exchange reaction of functional groups on heterocycles proceeded via a transition metal-free reductive cyclization of sulfanyl 1,6-diynes using sodium borodeuteride/ethanol-D1.

Diiiodine/Potassium Persulfate Mediated Synthesis of 1,2,3-Thiadiazoles from N-Tosylhydrazones and a Thiocyanate Salt as a Sulfur Source under Transition-Metal-Free Conditions

Synlett ◽  
2021 ◽  
Author(s):  
Yadong Sun ◽  
Ablimit Abdukader ◽  
Yuhan Lu ◽  
Chenjiang Liu
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Room Temperature ◽  
Functional Group ◽  
Ammonium Thiocyanate ◽  
Potassium Persulfate ◽  
Sulfur Source ◽  
Coupling Reactions ◽  
Wide Scope ◽  
Metal Free

AbstractA highly efficient method for the synthesis of 1,2,3-thiadiazoles has been developed by utilizing readily available tosylhydrazones and ammonium thiocyanate with ecofriendly EtOH as the solvent at room temperature. The reaction shows a wide scope of substrates and good functional-group tolerance. This protocol can be scaled up to a gram level and can be applied to coupling reactions with 4-(4-bromophenyl)-1,2,3-thiadiazole as the substrate.

ChemInform Abstract: A Transition-Metal-Free Cross-Coupling Reaction of Allylic Bromides with Aryl- and Vinylboronic Acids.

ChemInform ◽  
2012 ◽  
Vol 43 (33) ◽  
pp. no-no
Author(s):  
Mitsuhiro Ueda ◽  
Kota Nishimura ◽  
Ryo Kashima ◽  
Ilhyong Ryu
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction

One-pot synthesis of thioesters with sodium thiosulfate as a sulfur surrogate under transition metal-free conditions

2018 ◽  
Vol 16 (11) ◽  
pp. 1871-1881 ◽  
Author(s):  
Yen-Sen Liao ◽  
Chien-Fu Liang
Keyword(s):  
Transition Metal ◽  
Sodium Thiosulfate ◽  
Sulfur Source ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis

We have developed a one-pot reaction to provide thioester derivativesviasodium thiosulfate as a sulfur source under transition metal-free conditions.

Metal-free synthesis of alkynyl alkyl selenides via three-component coupling of terminal alkynes, Se, and epoxides

2018 ◽  
Vol 20 (7) ◽  
pp. 1560-1563 ◽  
Author(s):  
Ge Wu ◽  
Lin Min ◽  
Hongchen Li ◽  
Wenxia Gao ◽  
Jinchang Ding ◽  
...  
Keyword(s):  
Formation Process ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Terminal Alkynes ◽  
Metal Free ◽  
Three Component Coupling

A metal-free three-component coupling reaction of alkynes, Se powder and epoxides is described, providing an efficient, straightforward route for the preparation of alkynyl alkyl selenides via a double C–Se bond formation process.

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