In 2019.0 EUR J ORG CHEM published article about N-C CLEAVAGE; III-CATALYZED TRANSAMIDATION; SECONDARY AMIDES; TWISTED AMIDES; BIOLOGICAL EVALUATION; EFFICIENT CATALYST; PIPERLONGUMINE; CARBOXAMIDES; DERIVATIVES; NITROGEN in [Subramani, Muthuraman; Rajendran, Saravana Kumar] Vellore Inst Technol, Sch Adv Sci, Chem Div, Chennai 600127, Tamil Nadu, India in 2019.0, Cited 59.0. The Name is Benzyl Alcohol. Through research, I have a further understanding and discovery of 100-51-6. Recommanded Product: 100-51-6
Amides are indispensable building blocks of biological systems, pharmaceuticals, and materials. We report a highly selective method for the synthesis of amides via transamidation process. Transamidation of N-acyl-2-piperidones with a broad range of amines is demonstrated under exceedingly mild and metal-free reaction condition that relies on the amide bond twist to weaken the amidic resonance. Transamidation proceeds under the neat condition at room temperature, in short reaction times (30-90 min) with good yields. Considerable variation is tolerated with both amine and imide substrates. Of note, amines bearing carboxylic acids (glycine and serine) and hydroxyl groups (dopamine, tyramine, etc.) are well tolerated which are otherwise problematic under the metal-catalyzed protocol. Our current method is applicable for transamidation of both alkyl and aryl-N-acyl-2-piperidones. The practical value of the method is highlighted by the synthesis of four natural product amide alkaloids in high yields under mild reaction conditions. In the absence of nucleophilic amines, N-acyl-2-piperidones undergoes esterification with EtOH at elevated temperature. Single crystal X-ray analysis of an N-acyl-2-piperidone shows amide bond twist, tau = -20.39 degrees and pyramidalization, chi(N) = -11.73 degrees. This weakens the amidic conjugation and might be the factor controlling the reactivity and selectivity of these imides. We envision that the N-acyl-2-piperidone scaffold would be useful in the synthesis of pharmaceuticals and materials.
Recommanded Product: 100-51-6. About Benzyl Alcohol, If you have any questions, you can contact Subramani, M; Rajendran, SK or concate me.
Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles