1607814-31-2Relevant academic research and scientific papers
Three-component one-pot synthesis of N-arylsulfonyl-2-iminocoumarins
Mandal, Prashant S.,Kumar, A. Vijay
, p. 1900 - 1907 (2018/03/12)
A one-pot, synthesis of N-arylsulfonyl-2-iminocoumarins is developed at ambient temperature by the reaction of 2-hydroxybenzaldehydes, arylacetonitriles, and aryl sulfonyl chlorides using DABCO as a base in a bio-mass-derived green solvent 2-MethylTHF. A simple telescoped process in which 2H-chromen-2-imines are formed in situ by the condensation of 2-hydroxybenzaldehyde and arylacetonitriles. The formed imines are further reacted with arylsulfonyl chlorides in a one-pot approach to obtain the target compounds. This protocol provides access to 3-aryl-N-arylsulfonyl-2-iminocoumarins in a practical and environmentally benign way avoiding cumbersome steps of intermediate syntheses and purifications.
Iminocoumarin based fluorophores: Indispensable scaffolds for rapid, selective and sensitive detection of thiophenol
Kand, Dnyaneshwar,Mandal, Prashant Sahebrao,Datar, Avdhoot,Talukdar, Pinaki
, p. 25 - 31 (2014/04/03)
Off-on fluorescence probes for the detection of thiophenol were designed based on the reaction mechanism to ensure rapid sensing process. 2,4-Dinitrophenylsulfonyl based probes with iminocoumarin fluorophores were validated by theoretical calculations for their off-fluorescence states. Reaction of these probes with thiophenol released strong fluorescent iminocoumarin species with good response times. These results, upon comparing with reported probes, confirmed that higher pKaH values of the imino nitrogen of iminocoumarins are important for rapid sensing process. Reactivity of these probes was limited to only thiophenol and no reaction was observed with aliphatic thiols. The benzothiazole substituted probe displayed up to 260-fold fluorescence enhancement upon reaction with thiophenol. Sensing of the analyte by the probe was characterized by change in color from red to yellow and with appearance of the green fluorescence. A detection limit up to 6.9 × 10-9 M was also determined for this probe.
