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COMMUNICATION This journal isThe unexpected formation of 5,6-dihydrobenzo[1,7]phenanthroline instead of 5,6-dihydrobenzo[1,7]phenanthroline-3-carbonitrile has been observed in acridine molecules for the first time using Michael addition methodology. Moreover, we have identified Montmorillonite KSF clay as catalyst to offer regiospecific expected dihydrobenzo[1,7]phenanthroline-3-carbonitrile product and NaH base as regiospecific formation of unexpected Michael addition 5,6-dihydrobenzo[1,7]phenanthroline products. On the basis of systematic study, the novel regiospecificity could be assigned by utilization of suitable catalyst.

Unexpected Regiospecific Michael Addition Product: Synthesis of 5,6-Dihydrobenzo[1,7]phenanthrolines. -Reaction of benzylidenedihydroacridinones (I) with malononitrile using montmorillonite KSF as catalyst leads to the regiospecific formation of expected phenanthroline-3-carbonitriles (V) whilst the use of NaH as base results in the regiospecific formation of unexpected Michael addition products (IV). -(ROOPAN*, S. M.; BHARATHI, A.; PALANIRAJA, J.; ANAND, K.; GENGAN, R. M.; RSC Adv. 5 (2015) 48, 38640-38645, http://dx.