In 2017,Nikodemiak, Paul; Koert, Ulrich published 《Metal-Catalyzed Synthesis of Functionalized 1,2,4-Oxadiazoles from Silyl Nitronates and Nitriles》.Advanced Synthesis & Catalysis published the findings.Electric Literature of C9H9BrO2 The information in the text is summarized as follows:
The metal-catalyzed cycloaddition of silyl nitronates and nitriles leading to 1,2,4-oxadiazoles I [R = Me, 1-cyclohexene, Ph, etc.; R1 = Me, CH2Cl, CO2Me, etc.] was described. Silver(I) triflate (AgOTf) and ytterbium(III) triflate [Yb(OTf)3] were the suitable catalysts. A variety of functional groups was tolerated in the nitrile. The reaction worked well for alkenyl and aryl silyl nitronates while the use of alkyl silyl nitronates was less efficient. Mechanistic studies were in favor of an elimination of tert-butyl(dimethyl)silanol (TBSOH) after the cycloaddition step. This new approach was also applied for the synthesis of the drug ataluren. In the part of experimental materials, we found many familiar compounds, such as Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Electric Literature of C9H9BrO2)
Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Electric Literature of C9H9BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary