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2005
Amidines
Q 0500
23- 086
Reaction of Electron Deficient N=N Bonds with Acyloxyketenes and Mesoionic
1,3-Dioxolium-4-olates: Fast Equilibrium Between Acyloxyketenes and Mesoionic
1,3-Dioxolium-4-olates. — The Rh-catalyzed decomposition of diazoacetic acetic anhydrides (I) or treatment of α-acyloxyphenacetyl chlorides (IV) with (iPr)2N—Et generates 1,3-dioxolium-4-olates which undergo 1,3-dipolar cycloaddition to azidodicarboxylates. Subsequent decomposition and rearrangement of the cycloadducts results in
formation of triacylamidines (III) and (V). — (HAMAGUCHI*, M.; TOMIDA, N.;
MOCHIZUKI, E.; OSHIMA, T.; Tetrahedron Lett. 46 (2005) 8, 1259-1262; Dep.
Mater. Chem., Fac. Eng., Osaka Univ., Suita, Osaka 565, Japan; Eng.) — Mais
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