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Literature DB >> 22538762

Sodium methoxide: a simple but highly efficient catalyst for the direct amidation of esters.

Takashi Ohshima¹, Yukiko Hayashi, Kazushi Agura, Yuka Fujii, Asako Yoshiyama, Kazushi Mashima.

Abstract

A simple NaOMe catalyst provides superior accessibility to a wide variety of functionalized amides including peptides through direct amination of esters in an atom-economical and environmentally benign way.

Entities: Chemical

Mesh：

Substances：

Year: 2012 PMID： 22538762 DOI： 10.1039/c2cc32153j

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

11 in total

1. Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation.

Authors: Corey H Basch; Jennie Liao; Jianyu Xu; Jacob J Piane; Mary P Watson
Journal: J Am Chem Soc Date: 2017-04-05 Impact factor: 15.419

2. Base-promoted direct amidation of esters: beyond the current scope and practical applications.

Authors: Ivaylo Slavchev; Jas S Ward; Kari Rissanen; Georgi M Dobrikov; Svilen Simeonov
Journal: RSC Adv Date: 2022-07-15 Impact factor: 4.036

3. Diastereodivergent Synthesis of Chiral Tetrahydropyrrolodiazepinediones via a One-Pot Intramolecular aza-Michael/Lactamization Sequence.

Authors: Spandan Chennamadhavuni; James S Panek; John A Porco; Lauren E Brown
Journal: J Org Chem Date: 2018-12-05 Impact factor: 4.354

4. Ethyl 3-(2,4-dioxocyclohexyl)propanoate as a novel precursor for N-substituted 4,4a,5,6-tetrahydroquinoline-2,7(1H,3H)-diones and their corresponding 3,4-dihydro-7-hydroxyquinolin-2(1H)-ones and 7-hydroxyquinolin-2(1H)-ones synthesis.

Authors: Vandna Thakur; Dharminder Sharma; Pralay Das
Journal: Mol Divers Date: 2015-11-04 Impact factor: 2.943

10. Synthesis and characterization of dendritic compounds containing nitrogen: monomer precursors in the construction of biomimetic membranes.

Authors: Jordi Guardià; Alireza Zare; John Eleeza; Marta Giamberini; José Antonio Reina; Xavier Montané
Journal: Sci Rep Date: 2022-02-02 Impact factor: 4.379

Sodium methoxide: a simple but highly efficient catalyst for the direct amidation of esters.

1. Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation.

2. Base-promoted direct amidation of esters: beyond the current scope and practical applications.

3. Diastereodivergent Synthesis of Chiral Tetrahydropyrrolodiazepinediones via a One-Pot Intramolecular aza-Michael/Lactamization Sequence.

4. Ethyl 3-(2,4-dioxocyclohexyl)propanoate as a novel precursor for N-substituted 4,4a,5,6-tetrahydroquinoline-2,7(1H,3H)-diones and their corresponding 3,4-dihydro-7-hydroxyquinolin-2(1H)-ones and 7-hydroxyquinolin-2(1H)-ones synthesis.

5. MoS₂-Catalyzed transamidation reaction.

6. Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines.

7. 6-Halo-2-pyridone as an efficient organocatalyst for ester aminolysis.

8. Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3.

9. Solvent-Free Iron(III) Chloride-Catalyzed Direct Amidation of Esters.

10. Synthesis and characterization of dendritic compounds containing nitrogen: monomer precursors in the construction of biomimetic membranes.