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ABSTRACT
A one-pot synthesis of some novel anionic scaffolds: the substituted-4-((4-trimethylsilyl-1H-1,2,3-triazol-1-yl)methyl)-2H-chromen-2-one is reported. Reaction of 10 different substituted bromomethylcoumarins with trimethylsilylacetylene and sodium azide in the presence of copper(I) iodide catalyst gave the corresponding heteroaryl conjugates: the substituted-4-((4-trimethylsilyl-1H-1,2,3-triazol-1-yl)methyl)-2H-chromen-2-one in 70–92% yields. The structures of the synthesized compounds have been completely characterized by spectral and elemental analyses. For the first time, the representative single-crystal X-ray structure analysis of 6-methoxy-4-((4-trimethylsilyl-1H-1,2,3-triazol-1-yl)methyl)-2H-chromen-2-one is reported which confirms the formation of anionic synthon which bears the trimethylsilyl-group.
GRAPHICAL ABSTRACT
Acknowledgment
Grateful thanks are due to the (i) Bangalore University, (ii) University Grants Commission, Government of India, and (iii) Department of Science and Technology, Government of India, New Delhi for financial assistance. SCY thanks the St. Joseph’s Pre-University College and the organizers of the International Conference on Science and Technology: Future Challenges on Science and Solutions (STFCS-2016) held at Mysore on 8th and 9th August 2016, under the auspices of Indian Japan Promotion of Sciences Alumni Association, University of Mysore, and Japan Science Promoting Society for awarding the best poster award entitled “Synthesis of some 4-trimethylsily-1,2,3-triazolecoumarins”. PNL thanks the University Grants Commission, Government of India, New Delhi, for a Junior Research Fellowship. We are also thankful to the NMR Department, Indian Institute of Science—Bangalore and Vellore Institute of Technology, Vellore for spectral analysis.