Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 46, Pages 8994-9002Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02370k
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Funding
- UGC, New Delhi
- CSIR, New Delhi [02 (0286)/16/EMR-II]
- DBT-TWAS
- ICMR, New Delhi [BIC/12(03)/2014]
- DST New Delhi
- CSIR, New Delhi
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We have developed a simple, efficient and chemoselective approach for the synthesis of m-teraryls by the reaction of 6-aryl-2-oxo-4-(sec.amino)-2H-pyran-3-carbonitriles and 2-(1-arylethylidene)malononitriles under basic conditions. We used 6-aryl-2-oxo-4-methylsulfanyl-2H-pyran-3-carbonitriles as precursors and successfully afforded 5'-methylsulfanyl-[1,1';3',1 '']teraryl-4'-carbonitriles. We tried to understand the difference in the reactivity of structurally symmetrical molecules, such as allyl cyanide, 2-cyanomethylbenzonitrile and 2-(1-arylethylidene)malononitrile. The structure of 4 ''-methyl-5'-(piperidin-1-yl)-[1,1':3',1 ''-terphenyl]-4'-carbonitrile was confirmed by single crystal X-ray diffraction analysis.
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