51069-87-5Relevant academic research and scientific papers
Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates
Bhimapaka, China Raju,Karri, Shailaja,Kuncha, Madhusudana,Kurma, Siva Hariprasad,Sistla, Ramakrishna
, (2020/06/22)
Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.
Metal- and Catalyst-Free One-Pot Cascade Coupling of α-Enolic Dithioesters with in situ Generated 4-Chloro-3-formylcoumarin: Access to Thioxothiopyrano[3,2-c]chromen-5(2H)-ones
Yadav, Dhananjay,Ansari, Monish A.,Kumar, Mitilesh,Singh, Maya Shankar
supporting information, p. 512 - 517 (2019/12/24)
An efficient and viable one-pot protocol for the synthesis of a specific class of 2-thioxothiopyrano[3,2-c] chromen-5(2H)-ones has been devised by the cross-coupling of 4-hydroxycoumarin and α-enolic dithioesters under metal- and additive-free conditions in open air. The reaction proceeds via in situ generation of 4-chloro-3-formylcoumarin followed by consecutive Michael-type addition/intramolecular cyclization/ elimination cascade, enabling the creation of thiopyran-2-thione ring over coumarin framework through successive formation of C?C and C?S bonds. Remarkably, the benign conditions, atom-economy, and quantifying forbearance of a wide horizon of functional groups are added characteristics to this strategy. (Figure presented.).
Synthesis of some novel spiro substituted pyrido[2,3-c]coumarins by exploring ‘tertiary amino effect’ reaction strategy
Borah, Pallabi,Bhuyan, Pulak J.
, p. 6949 - 6951 (2019/04/10)
Some novel spiro substituted pyrido[2,3-c]coumarin derivatives were synthesized from 4-hydroxycoumarin by exploring ‘tertiary amino effect’ reaction strategy.
