Tetrahedron Letters

A new entry to the phenanthridine ring system

P Mondal, L Thander, SK Chattopadhyay

Index: Mondal, Poulomi; Thander, Latibuddin; Chattopadhyay, Shital K. Tetrahedron Letters, 2012 , vol. 53, # 11 p. 1328 - 1331

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Citation Number: 12

Abstract

A new synthesis of phenanthridine derivatives having three-point diversity has been developed based on the sequential application of three-atom economic processes viz. aza- Claisen rearrangement, ring-closing enyne metathesis and Diels–Alder reaction as key steps. An unexpected isomerisation was observed during aza-Claisen rearrangement of N- allylanilines which may open up new opportunities in heterocyclic synthesis.

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