Unexpected regiospecific Michael addition product: synthesis of 5,6-dihydrobenzo[1,7]phenanthrolines

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