Literature DB >> 32326700

One-Pot Multicomponent Reaction of Catechols, Ammonium Acetate, and Aldehydes for the Synthesis of Benzoxazole Derivatives Using the Fe(III)-Salen Complex.

Hashem Sharghi1, Jasem Aboonajmi1, Mahdi Aberi2.   

Abstract

The Fe(III)-salen complex has been applied successfully as a catalyst for the novel, simple, efficient, and one-pot multicomponent synthesis of benzoxazole derivatives from catechols, ammonium acetate as the nitrogen source, and aldehydes (nontoxic and cheap alternatives of amines) for the first time. Using this procedure, a wide range of benzoxazoles was successfully synthesized in the presence of a catalyst in EtOH under mild conditions, and all products were obtained in excellent yields. To the best of our knowledge, this method is the first example of the multicomponent synthesis of benzoxazole derivatives using these starting materials. The notable features such as the use of air that is considered as a benign oxidant and EtOH as a green solvent, ease of product separation, readily available and inexpensive aldehydes, and mild conditions make our procedure more efficient and practical for organic synthesis. Moreover, the current protocol is successfully applied to synthesize desirable products on a large scale.

Entities:  

Year:  2020        PMID: 32326700     DOI: 10.1021/acs.joc.0c00560

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Vanillin: A Promising Biosourced Building Block for the Preparation of Various Heterocycles.

Authors:  David Gendron
Journal:  Front Chem       Date:  2022-07-07       Impact factor: 5.545

2.  Iodine-catalyzed synthesis of benzoxazoles using catechols, ammonium acetate, and alkenes/alkynes/ketones via C-C and C-O bond cleavage.

Authors:  Jasem Aboonajmi; Farhad Panahi; Mina Aali Hosseini; Mahdi Aberi; Hashem Sharghi
Journal:  RSC Adv       Date:  2022-07-21       Impact factor: 4.036

  2 in total

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