Carbonylative C-C Bond Activation of Aminocyclopropanes Using a Temporary Directing Group Strategy was written by Wang, Gang-Wei;Sokolova, Olga O.;Young, Tom. A.;Christodoulou, Ektor M. S.;Butts, Craig P.;Bower, John F.. And the article was included in Journal of the American Chemical Society in 2020.Reference of 2387-23-7 This article mentions the following:
Temporary directing groups (TDGs) underpin a range of C-C bond activation methodologies; however, the use of TDGs for the regiocontrolled activation of cyclopropane C-C bonds is underdeveloped. In this report, we show how an unusual ring contraction process can be harnessed for TDG-based carbonylative C-C bond activations of cyclopropanes. The method involves the transient installation of an isocyanate-derived TDG, rather than relying on carbonyl condensation events as used in previous TDG-enabled C-C bond activations. For example, carbonylative ring expansion and contraction of nonracemic cyclopropylurea I yielded nonracemic lactam II. The carbonylative C-C activation reaction was used in tandem with Pictet-Spengler, intramol. Diels-Alder, and alkene-alkyne coupling reactions to yield fused lactams such as III, IV, and V. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Reference of 2387-23-7).
1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Reference of 2387-23-7
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics