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Synthesis of 5-trichloromethyl-Δ4-1,2,4-oxadiazolines and their rearrangement into formamidine derivatives

✍ Scribed by Gabriele Wagner; Tim Garland

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
283 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

A series of 5-trichloro-D 4 -1,2,4-oxadiazolines have been synthesised by 1,3-dipolar cycloaddition of nitrones to trichloroacetonitrile. These oxadiazolines rearrange into formamidine derivatives, via ring opening and a 1,2-aryl shift from carbon to the adjacent amino nitrogen. Both cycloaddition and rearrangement are facilitated when electron deficient nitriles and electron rich nitrones are used.

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