Search

Background: Benzoxazine is one of the most important privileged scaffolds in medicinal chemistry. Compounds bearing benzoxazine moiety usually have a variety of biological activities, such as anti-inflammatory, anti-microbial, anti-tuberculosis, anti- oxidant and anti-cancer activities. The fascinating bioactivity profile of benzoxazine scaffold in various fields has prompted medicinal chemists to design and discover novel benzoxazine derivatives as potential therapeutic candidates with the desired biological properties., Objective: This review aimed to provide a comprehensive elucidation on the recent advances of benzoxazine derivatives in medicinal chemistry., Methods: We have searched the recent literature about benzoxazine derivatives from the online resources and databases, such as PubMed, SciFinder and Google Scholar., Results: Many benzoxazine derivatives with a wide range of bioactivities, such as anti- microbial, anti-cancer, anti-tuberculosis, anti-oxidant and anti-inflammatory, were summed up. Many compounds displayed good biological activities., Conclusion: Benzoxazine is a versatile structure and building block in medicinal chemistry. Benzoxazine derivatives have gained considerable attention from medicinal chemists due to their various pharmacological properties and multiple modification sites. This review might help medicinal chemists to seek new drug candidates with better bioactivities and pharmacokinetics properties., (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.)

A series of new 2,3-disubstituted-3,4-dihydro-2H-1,3-benzoxazines were prepared in moderate to excellent yields by aza-acetalizations of aromatic aldehydes with 2-(N-substituted aminomethyl)phenols in the presence of TMSCl. Their structures were confirmed by IR, ¹H-NMR, ¹³C-NMR, MS and elemental analysis. The fungicidal activities of the target compounds were preliminarily evaluated, and some compounds exhibited good activity against Rhizoctonia solani.

A small library of benzoxazine-fused isoquinolines has been synthesized under microwave irradiation (MW) via CuI-catalyzed domino reactions ofo-alkynyl aldehydes and amines having embedded nucleophiles. This strategy offers a operationally simple, environmentally acceptable route to synthesize benzoxazine-fused isoquinolines in moderate to good yields. All new compounds were characterized by1H NMR,13C NMR, infrared, and high-resolution mass spectrometry techniques. [ABSTRACT FROM AUTHOR]

A series of 2, 3-disubstituted-l, 3-benzoxazines were synthesized by reactions of 2-arylaminomethyl phenols with substituted aromatic aldehydes using FeCl3 ⋅ 6H2 as catalyst for the first time. The structures of the compounds were characterized by FT-IR, ¹H NMR and 13C NMR. Fungicidal activity of the prepared compounds were also preliminarily evaluated. Most of them exhibited moderate to good activity as shown by 86. 8% activity against B. Cinerea of compound 3c, 87. 7% activity against R. Solani of 3f. [ABSTRACT FROM AUTHOR]

A series of 2,3-disubstituted-1,3-benzoxazines were synthesized by reactions of 2-arylaminomethyl phenols with substituted aromatic aldehydes using FeCl3 ⋅ 6H3O as catalyst for the first time. The structures of the compounds were characterized by FT-IR, ¹H NMR and 13C NMR. Fungicidal activity of the prepared compounds were also preliminarily evaluated. Most of them exhibited moderate to good activity as shown by 86.8% activity against B. Cinerea of compound 3c, 87.7% activity against R. Solani of 3f. [ABSTRACT FROM AUTHOR]

A series of novel substituted 3,4-dihydro-2 H-1,3-benzoxazines were prepared in moderate to good yields by aza-acetalizations of aromatic aldehydes with 2-( N-substituted aminomethyl)phenols in the presence of chlorotrimethylsilane or SnCl4. It was found that chlorotrimethylsilane was more effective for the reaction, especially for the reaction of fluorobenzaldehyde, and thereby, an efficient method for the preparation of 3,4-dihydro-2 H-1,3-benzoxazines was developed. The structures of the compounds were determined by FT-IR, 1H NMR, 13C NMR, MS, and elemental analysis. [ABSTRACT FROM AUTHOR]

Stannic tetrachloride was an efficient Lewis acid catalyst for the aza-acetalization of aromatic aldehydes with o-arylaminomethyl phenols, and a series of novel aryl substituted 3,4-dihydro-2H-1,3-benzoxazines were prepared in good yields under mild conditions. SnCl4 was a more efficient catalyst for the reaction than p-toluenesulfonic acid, sulfuric acid, and aluminium chloride. [ABSTRACT FROM AUTHOR]

TmsCl is found to be an effective and green Lewis acid catalyst for the aza-acetalization of aromatic aldehydes with 2-(N-substituted aminomethyl)phenols. [ABSTRACT FROM AUTHOR]

The article presents chemical equations related to the article "CuI-Catalyzed Domino Reactions for the Synthesis of Benzoxazine-Fused Isoquinolines under Microwave Irradiation" by Y.-H. Zhao and others, published in the periodical "Synthetic Communications" in 2016.