Tetrahedron Letters

A convenient access to benzo-substituted phthalazines as potential precursors to DNA intercalators

PG Tsoungas, M Searcey

Index: Tsoungas, Petros G; Searcey, Mark Tetrahedron Letters, 2001 , vol. 42, # 37 p. 6589 - 6592

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Citation Number: 34

Abstract

2-Nitro-5-methoxybenzaldehyde is converted to amines 2 and 7 via two alternative routes. Upon diazotisation and Sandmeyer reaction, halides 4 and 9 are formed, which, through lithiation and formylation lead to the o-phthalaldehyde. Further cyclisation with hydrazine gives the 5-methoxy-substituted phthalazine.