A protocol for amide bond formation with electron deficient amines and sterically hindered substrates.
نویسندگان
چکیده
A protocol for amide coupling by in situ formation of acyl fluorides and reaction with amines at elevated temperature has been developed and found to be efficient for coupling of sterically hindered substrates and electron deficient amines where standard methods failed.
منابع مشابه
Formation of amides: one-pot condensation of carboxylic acids and amines mediated by TiCl4
A general procedure for the synthesis of amides via the direct condensation of carboxylic acids and amines in the presence of TiCl4 is reported. The amidation reaction was performed in pyridine at 85 °C with a wide range of substrates providing the corresponding amide products in moderate to excellent yields and high purity. The reaction proceeds with low yields when both the carboxylic acid an...
متن کاملCorrelation and Prediction of Solubility of CO2 in Amine Aqueous Solutions
The solubility of CO2 in the primary, secondary, tertiary and sterically hindered amine aqueous solutions at various conditions was studied. In the present work, the Modified Kent-Eisenberg (M-KE), the Extended Debye-Hückel (E-DH) and the Pitzer models were employed to study the solubility of CO2 in amine aqueous solutions. Two explicit equations are presented to evalu...
متن کاملSynthesis of Hindered Anilines: Three-Component Coupling of Arylboronic Acids, tert-Butyl Nitrite, and Alkyl Bromides.
The synthesis of sterically hindered amines has been a significant challenge in organic chemistry. Herein, we report a modular, three-component coupling that constructs two carbon-nitrogen bonds including a sterically hindered Csp3-N bond using commercially available materials. This process uses an earth-abundant copper catalyst and mild reaction conditions, allowing access to a variety of comp...
متن کاملSterically Demanding Oxidative Amidation of α‐Substituted Malononitriles with Amines Using O2
An efficient amidation method between readily available 1,1-dicyanoalkanes and either chiral or nonchiral amines was realized simply with molecular oxygen and a carbonate base. This oxidative protocol can be applied to both sterically and electronically challenging substrates in a highly chemoselective, practical, and rapid manner. The use of cyclopropyl and thioether substrates support the rad...
متن کاملSterically hindered malonamide monomers for the step growth synthesis of polyesters and polyamides.
A new amide monomer for step growth polymerisation is reported: the chemistry exploits a bulky malonamide for the synthesis of polyesters and polyamides. No additives are needed and the only by-product, an amine, can be recycled.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 14 2 شماره
صفحات -
تاریخ انتشار 2016