Multicomponent Reaction for Synthesis of Novel 2‐Tosyloxyphenylpyridines

Abstract

2‐Tosyloxybenzaldehyde 1 was reacted with some active methylene compounds as 1:1 or 1:2 molar ratio under different basic conditions to afford the corresponding 2‐tosyloxyarylidenes 2–4 and/or 2‐tosyloxyphenylpyridine 5, respectively. Multicomponent reaction of 2‐tosyloxyarylidene 2 and AcONH4 with active methylene compounds namely: malononitrile, ethyl acetoacetate, ethyl benzoylacetate, 1,3‐benzothiazol‐2‐ylacetonitrile, acetophenones or 3‐acetylheterocycle derivatives in methanol gave 2‐tosyloxyphenylpyridine derivatives 8–17, respectively. The structures of new compounds were elucidated by elemental and spectral analysis.

Green Synthesis of Novel Pyridines via One-Pot Multicomponent Reaction and Their Anti-Inflammatory Evaluation

“…Given these circumstances, the effective design of a recyclable and green catalyst that works in mild conditions is still a significant challenge for producing pyridines. Moreover, pyridine derivatives have appeared as a substantial scaffold in view of their prevalence in a considerable number of natural products and their application to biological and pharmaceutical chemistry. − In recent years, chemists have been interested in developing pyridine derivatives because of their great importance, whether in organic chemistry or in medical applications. − Moreover, they are interested to use modern techniques in organic synthesis. One-pot multicomponent reactions are the most increasing academic and ecological method because of the possibility of achieving high synthetic efficiency and reaction design. ,− In addition, it is known that multicomponent reactions (MCRs) possess many advantages, such as eco-friendly efficiency, atom economy, and reduced reaction times with increased yields, and these advantages are very important in synthetic organic chemistry, especially when the target compounds are studied in their biological evaluation. − …”

“… 9 − 16 In recent years, chemists have been interested in developing pyridine derivatives because of their great importance, whether in organic chemistry or in medical applications. 17 − 31 Moreover, they are interested to use modern techniques in organic synthesis. One-pot multicomponent reactions are the most increasing academic and ecological method because of the possibility of achieving high synthetic efficiency and reaction design.…”

Efficient and Recoverable Bio-Organic Catalyst Cysteine for Synthesis, Docking Study, and Antifungal Activity of New Bio-Active 3,4-Dihydropyrimidin-2(1H)-ones/thiones Under Microwave Irradiation

“…We have been working on the development of novel tools and methodology for bioactive molecules synthesized utilizing green methodologies for the past few years. − …”

Design, Synthesis, and SAR Studies of Some Novel Chalcone Derivatives for Potential Insecticidal Bioefficacy Screening on Spodoptera frugiperda (Lepidoptera: Noctuidae)

“…Therefore, in view of these observations and in conjunction with our previous interest in the synthesis of heterocyclic rings, − we aimed here to find new insecticides for the synthesis of novel chalcone derivatives and the subsequent assessment of their toxicological and biological bio-efficacy against S. frugiperda.…”