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Efficient Synthesis of [1,3]Oxazino[3,2-f]phenanthridine Derivatives by a Novel 1,4-Dipolar Cycloaddition Involving a Phenanthridine–Dimethyl Acetylenedicarboxylate Zwitterion and Aromatic Aldehydes

✍ Scribed by Ming Li; Lei Pan; Li-Rong Wen


Publisher
John Wiley and Sons
Year
2011
Tongue
German
Weight
251 KB
Volume
94
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

An efficient synthesis of [1,3]oxazino[3,2‐f]phenanthridine derivatives via a three‐component reaction of phenanthridine, dimethyl acetylenedicarboxylate (DMAD), and aromatic aldehydes is described. This novel method is complementary to the classical Huisgen 1,4‐dipolar cycloaddition in that it is well‐suited to the preparation of [1,3]oxazino[3,2‐f]phenanthridines.


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