122278-78-8Relevant articles and documents
Tetramethyl Orthosilicate (TMOS) as a Reagent for Direct Amidation of Carboxylic Acids
Braddock, D. Christopher,Lickiss, Paul D.,Rowley, Ben C.,Pugh, David,Purnomo, Teresa,Santhakumar, Gajan,Fussell, Steven J.
, p. 950 - 953 (2018)
Tetramethyl orthosilicate (TMOS) is shown to be an effective reagent for direct amidation of aliphatic and aromatic carboxylic acids with amines and anilines. The amide products are obtained in good to quantitative yields in pure form directly after workup without the need for any further purification. A silyl ester as the putative activated intermediate is observed by NMR methods. Amidations on a 1 mol scale are demonstrated with a favorable process mass intensity.
Indium tribromide catalyzed cross-Claisen condensation between carboxylic acids and ketene silyl acetals using alkoxyhydrosilanes
Nishimoto, Yoshihiro,Okita, Aya,Yasuda, Makoto,Baba, Akio
supporting information; experimental part, p. 8623 - 8625 (2011/11/06)
Acylations achieved: The title reaction between carboxylic acids and ketene silyl acetals has been accomplished (see scheme). The additive, (MeO) 3SiH, is believed to play an important role in the promotion of the condensation reaction. This reaction system was compatible with a diverse range of functional groups, including alkenes, alkynes, chlorides, alcohols, esters, and nitro groups. Copyright