158407-26-2Relevant academic research and scientific papers
Palladium-catalyzed intermolecular alkene carboacylation via ester C-O bond activation
Banovetz, Haley K.,Vickerman, Kevin L.,David, Colton M.,Alkan, Melisa,Stanley, Levi M.
supporting information, p. 3507 - 3512 (2021/05/10)
We report palladium-catalyzed intermolecular carboacylation of alkenes with ester electrophiles and tetraarylborate nucleophiles. Bicyclic alkenes react with a variety of pentafluorophenyl benzoate and alkanoate esters and sodium tetraarylborates to form ketone products in ≤99% yields. These reactions occur in the absence of a directing group and demonstrate esters are competent acyl electrophiles for intermolecular alkene carboacylation reactions.
Fluoride anion-initiated bis-trifluoromethylation of phenyl aromatic carboxylates with (trifluoromethyl)trimethylsilane
Takahashi, Kenjiro,Ano, Yusuke,Chatani, Naoto
supporting information, p. 11661 - 11664 (2020/10/19)
The fluoride anion-initiated reaction of phenyl aromatic carboxylates with (trifluoromethyl)trimethylsilane (Me3SiCF3) that results in the formation of O-silyl-protected 2-aryl-1,1,1,3,3,3-hexafluoroisopropanols is reported. A phenoxide anion, generated during the trifluoromethylation of the phenyl carboxylate, also activates the Me3SiCF3, which permits a catalytic amount of the fluoride anion source to be used. Various functional groups, which can be used for further elaboration, are tolerated in the reaction.
Transesterification for synthesis of carboxylates using aldehydes as acyl donors via C-H and C-O bond activations
Bao, Yong-Sheng,Chen, Chao-Yue,Huang, Zhi-Zhen
, p. 8344 - 8349,6 (2020/10/15)
A new type of transesterification between aryl, heteroaryl, alkyl N-heteroarene-2-carboxylates and various aldehydes by C-H and C-O bond activations has been developed for the synthesis of versatile carboxylates. A possible mechanism containing oxidative addition of acyl-O bond in parent ester and radical cleavage of sp2 C-H bond in aldehyde is proposed.
Self-replicating molecules: A second generation
Wintner, Edward A.,Conn, M. Morgan,Rebek Jr., Julius
, p. 8877 - 8884 (2007/10/02)
The use of self-complementary structures in replication experiments is discussed, and a second generation of self-replicating molecules is introduced. Key design elements of the new system are described, specifically a high affinity (Ka ～ 105 M-1 in CDCl3) between the two complementary reactive components and the careful placement of nucleophilic and electrophilic centers within the system. These considerations preclude intramolecular reactions within two-component complexes, thus minimizing undesirable background reactions. Autocatalysis is observed in the new systems, and by using appropriate control experiments the autocatalysis is traced to template effects.
