Synthesis of substituted 2H-chromenes by a three-component reaction as potential antioxidants

• Published in: Molecular diversity Vol. 21; no. 4; pp. 841 - 848
• Main Authors: Subbareddy, Chitreddy V., Subashini, Radhakrishnan, Sumathi, Shanmugam
• Format: Journal Article
• Language: English
• Published: Cham Springer International Publishing 01.11.2017; Springer Nature B.V
• Subjects: Antioxidants - chemical synthesis; Antioxidants - chemistry; Benzopyrans - chemical synthesis; Benzopyrans - chemistry; Biochemistry; Biomedical and Life Sciences; Biphenyl Compounds - chemistry; Chemical compounds; Chemical reactions; Chemical synthesis; Chemistry Techniques, Synthetic; Life Sciences; Molecular structure; Organic Chemistry; Original Article; Pharmacy; Picrates - chemistry; Polymer Sciences; Antioxidants; Salicylaldehydes; 2; TBAF; chromene; Acetyl acetone; Alcohols; 2H-chromene
• ISSN: 1381-1991; 1573-501X; 1573-501X
• DOI: 10.1007/s11030-017-9758-3

A series of alkoxy-substituted 2 H -chromenes were synthesized by a one-pot three-component reaction using salicylaldehydes, acetyl acetone and alcohol as reactant and medium with tetra-n-butylammonium fluoride (TBAF) as catalyst. Simple reaction conditions, short reaction time and overall good yield of products make this synthetic strategy an efficient one to synthesize 2 H -chromene molecules. All the synthesized compounds were evaluated for antioxidant activities. Among all the new compounds, 5j and 5k showed good inhibition ( 70.41 ± 0.14 and 64.71 ± 1.02 % ) at 100 μ g/mL concentrations.