Synthesis of α,β-Unsaturated Phosphine Sulfides

Synthesis ◽  
2019 ◽  
Vol 52 (01) ◽  
pp. 141-149 ◽  
Author(s):  
Xian-Liang Wang ◽  
Jin-Xiang Chen ◽  
Xue-Shun Jia ◽  
Liang Yin

α,β-Unsaturated phosphine sulfides may exhibit different reactivity from α,β-unsaturated phosphine oxides toward nucleophilic addition and thus may find new applications in copper(I)-catalyzed asymmetric reactions. Herein, various α,β-unsaturated phosphine sulfides were prepared in moderate to excellent yields from the parent α,β-unsaturated phosphine oxides with Lawesson’s reagent. The reaction enjoys a broad substrate scope and tolerates a variety of functional groups.

RSC Advances ◽  
2016 ◽  
Vol 6 (74) ◽  
pp. 69691-69697 ◽  
Author(s):  
Brandon R. Groves ◽  
Deborah A. Smithen ◽  
T. Stanley Cameron ◽  
Alison Thompson

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.


2018 ◽  
Vol 71 (9) ◽  
pp. 716
Author(s):  
Hsien-Kuo Sun ◽  
Angel Pang ◽  
Dylan C. Farr ◽  
Tamim Mosaiab ◽  
Warwick J. Britton ◽  
...  

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.


Sign in / Sign up

Export Citation Format

Share Document