Premium
Phenysilane and Silicon Tetraacetate: Versatile Promotors for Amide Synthesis
Author(s) -
Morisset Eléonore,
Chardon Aurélien,
Rouden Jacques,
Blanchet Jérôme
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901660
Subject(s) - chemistry , amide , phenylsilane , reagent , amine gas treating , silicon , combinatorial chemistry , organic chemistry , catalysis
Phenylsilane was reevaluated as a useful coupling reagent for amide synthesis. At room temperature, a wide range of amides and peptides were obtained in good to excellent yields (up to 99 %). For the first time, Weinreb amides synthesis mediated by a hydrosilane were also documented. Comparative experiments with various acetoxysilanes suggested the involvement of a phenyl‐triacyloxysilane. From this mechanistic study, silicon tetraacetate was shown as an efficient amine acylating agent.