Homolytic cleavage of Lawesson's reagent: N-heterocyclic carbene complexes of ArPS2 (Ar = 4-CH3O-C6H4)

2018 ◽  
Vol 47 (18) ◽  
pp. 6299-6303 ◽  
Author(s):  
Ebrahim Soleimani ◽  
Katherine N. Robertson ◽  
Cory C. Pye ◽  
Jason A. C. Clyburne
Keyword(s):  
Heterocyclic Carbenes ◽  
Homolytic Cleavage ◽  
Carbene Complexes ◽  
Lawesson’S Reagent ◽  
Lawesson's Reagent

Lawesson's reagent has been shown to react with the N-heterocyclic carbenes [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes) and 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene (SIPr)] to give adducts of the general form NHC·P(S)2-C6H4OCH3.

Thionation reactions of 2-pyrrole carboxylates

RSC Advances ◽  
2016 ◽  
Vol 6 (74) ◽  
pp. 69691-69697 ◽  
Author(s):  
Brandon R. Groves ◽  
Deborah A. Smithen ◽  
T. Stanley Cameron ◽  
Alison Thompson
Keyword(s):  
Elevated Temperatures ◽  
Lawesson’S Reagent ◽  
New Class ◽  
Lawesson's Reagent

Reaction of 2-pyrrole carboxylates with Lawesson's reagent at elevated temperatures results in the corresponding thionoesters, concurrent with the production of a new class of pyrrole annulated with the (1,3,2)-thiazaphospholidine unit.

Thioamide Derivative of the Potent Antitubercular 2-(Decylsulfonyl)acetamide is Less Active Against Mycobacterium tuberculosis, but a More Potent Antistaphylococcal Agent

2018 ◽  
Vol 71 (9) ◽  
pp. 716
Author(s):  
Hsien-Kuo Sun ◽  
Angel Pang ◽  
Dylan C. Farr ◽  
Tamim Mosaiab ◽  
Warwick J. Britton ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Mycobacterium Tuberculosis ◽  
Parent Compound ◽  
Gram Positive ◽  
Antibacterial Compounds ◽  
Lawesson’S Reagent ◽  
Lawesson's Reagent ◽  
Structural Simplicity

Due to the prevalence of thioamides in antibacterial compounds, we chose to convert the amide in the antitubercular compound 2-(decylsulfonyl)acetamide to a thioamide using Lawesson’s reagent to study its activity against a range of microorganisms. This derivative (8) had significantly diminished activity against tuberculosis but slightly better activity than the parent compound against the Gram positive species Staphylococcus aureus. This activity against a second major pathogen is remarkable considering the structural simplicity of these compounds.

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