Synthesis and Fungicidal Activity of Novel 2,3-Disubstituted-1,3-benzoxazines

Abstract

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.

3,4-Dihydro-2H-1,3-benzoxazines and their oxo-derivatives - Chemistry and bioactivities

“…Also, another substitution on the oxazine ring can be achieved by the ring closure of salicylaldehyde with various aldehydes (aliphatic or aromatic) instead of formaldehyde. 63 Additionally, the oxazine ring can be closed by the reaction of salicylaldehyde with not only aldehydes but also with methylene bromide also. 64 Furthermore, this method enhances the formation of benzoxazine monomer only because its intramolecular cyclization permits the reaction condition to moderate, leading to minimize side reactions caused by high temperature.…”

Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2H‐Benzo[e][1, 3] Oxazine‐2, 4(3H)‐Dione

“…Among them, benzoxazine and benzoxazinone (I) are an important class of benz fused heterocyclic compounds which has been found a wide range of biological and pharmacological activities. The substituent pattern of these class of compounds are exhibit significant activity against so many therapeutic agents like anti‐bacterial, anti‐fungal(I),, anti‐inflammatory(II), antitumor, anticancer, antidepressants, ALK2 Inhibitor, RANKL inhibitors(III), anti‐tuberculosis, anti‐mycobacterial, antioxidant activity, anti‐nociceptive(IV) ,. The 1,3‐benzoxazinone moieties is also found a same structural pattern in a drug like efavirenz(V) .…”

Synthesis and Antifungal Activity of Novel Quinazolin-4(3H)-one Derivatives

“…From literatures survey, the quinazolin-4(3H)-one derivatives are in the vocal of chemist researches because of their wide biological activity [1][2][3][4][5][6][7][8][9] including antifungal, antibacterial, antimicrobial and wide array of pharmacological properties [10][11][12][13][14][15][16][17][18][19] such as anti-inflammatory, anticancer, antioxidant, anticonvulsant and cytotoxicity. On the other hand, quinazolinones are the main components of nearly 150 natural alkaloids existing in some families of plants, animals and micro organisms [20] .…”