Trowse, Benjamin R.; Byrne, Fergal P.; Sherwood, James; O’Brien, Peter; Murray, Jane; Farmer, Thomas J. published their research in ACS Sustainable Chemistry & Engineering in 2021. The article was titled 《Study on 2,2,5,5-Tetramethyloxolane (TMO) as a Solvent for Buchwald-Hartwig Aminations》.Product Details of 2042-37-7 The article contains the following contents:
Herein, the successful application of 2,2,5,5-tetramethyloxolane (TMO), a solvent with a similar property profile to toluene, for Buchwald-Hartwig amination reactions for coupling a wide range of primary and secondary amines with aryl bromides was demonstrated. When NaOt-Bu was used as the base, similar yields were obtained in toluene and TMO. In contrast, using Cs2CO3, TMO outperformed toluene significantly for electron-deficient aryl bromides that could be susceptible to nucleophilic attack. To showcase the use of TMO as a solvent for Buchwald-Hartwig aminations, the synthesis of a key intermediate in the route to smoothened (SMO) receptor antagonist drug candidate SEN826 was successfully accomplished in TMO. Improved metrics and reduction in residual palladium in the isolated amines demonstrate further benefits in the substitution of toluene with TMO in Buchwald-Hartwig aminations. In the part of experimental materials, we found many familiar compounds, such as 2-Bromobenzonitrile(cas: 2042-37-7Product Details of 2042-37-7)
2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. In addition, 2-bromobenzonitrile can be used for the Suzuki coupling reaction.Product Details of 2042-37-7
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts