19966-32-6Relevant academic research and scientific papers
One-pot modular synthesis of β-chalcogen amides via regioselective 2-oxazolines ring-opening reaction promoted by indium chalcogenolates under microwave irradiation
Guimar?es, Larissa F.,Bettanin, Luana,da Trindade, Roberth N.,da Silva, Cleiton,Leitemberger, Andrielli,Godoi, Marcelo,Galetto, Fábio Z.
supporting information, (2020/07/20)
We describe herein a microwave-assisted synthesis of β-chalcogen amides through the regioselective ring-opening reaction of 2-oxazolines promoted by bis(organoylchalcogeno)iodo indium(III) in situ generated. This protocol allows the preparation of structu
Aqueous metal-free hydrothiolation of enamides and enecarbamates
Barman, Eliezer,Hourezadeh,Lim, Daniel
supporting information, (2019/08/01)
An efficient and metal-free, anti-Markovnikov selective, hydrothioaltion reaction of enamides and enecarbamates in an aqueous medium is presented. This protocol is operationally simple, mild, and atom-economical. This process provides access to thioethers
Insights into the Pummerer synthesis of oxazolines
Becerra-Cely, Laura,Rueda-Espinosa, Juan,Ojeda-Porras, Andrea,Gamba-Sánchez, Diego
, p. 8474 - 8485 (2016/09/28)
A rapid and simple method to access unnatural 2-substituted 5-thio oxazolines has been developed. This methodology is based on a Pummerer reaction followed by an intramolecular nucleophilic substitution, which changes the paradigm for the normal use of a base in Pummerer chemistry. We also provide a useful two-step method for the synthesis of the starting material and a mechanistic proposal based on experimental observations, which contests the previously proposed reaction pathway. The reaction proved to be general, and different substituents, such as alkyl, aryl, alkenyl and functionalized groups, can be used without a significant decrease in efficiency.
