Intramolecular hetero-Diels-Alder reactions, domino Knoevenagel/hetero-Diels-Alder and Knoevenagel/hetero-Diels-Alder/elimination reactions

ORGN 536

Sabitha Gowravaram, gowravaramsr@yahoo.com, Venkata E Reddy, venkyiict@yahoo.com, Srinivas Alla Reddy, Ch Maruthi, maruthi_ub@yahoo.com, and J. S. Yadav, yadav@iict.res.in. Organic Division I, Indian Institute of Chemical Technology, Tarnaka, Uppal Road, Hyderabad, 500 007, India

 

The importance of hetero-Diels-Alder reactions in the synthesis of various natural products has led to the development of numerous synthetic methods using various reagents. We have done several intramolecular hetero-Diels-Alder reactions of aldimines generated in situ from O-, N-, S- prenyl derivatives of aldehydes and aromatic amines to afford the synthesis of novel polycyclic heterocycles. These  O-, N-, S- prenyl derivatives of aldehydes were also utilized in Domino Knoevenagel/hetero-Diels-Alder and Knoevenagel/hetero-Diels-Alder/Elimination reactions to furnish polycyclic compounds and lactones respectively.