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2004
Ketenes and derivatives
Q 0380
A Simple Synthesis of Highly Functionalized Ketenimines Derived from
Alkyl Isocyanides and Dialkyl Acetylenedicar50- 054 N-Aryl-2,2,2-trichloroacetamides,
boxylates. — A one-pot preparation of stable ketenimines, (IV) and (VI), is achieved
by reaction between dialkyl acetylenedicarboxylates (II), alkyl isocyanides (III), and
strong NH-acids (I) or (V). In addition to the formation of the major reaction product
(VI), the formation of the isomeric minor product (VII) is observed in the reaction of
naphthyl containing NH-acid (V) with DMAD (IIa) and tert-butyl isocyanide (IIIa).
This procedure is performed under neutral conditions and has the advantage that the
components can be reacted without any activation or modification. — (YAVARI*, I.;
DJAHANIANI, H.; NASIRI, F.; Collect. Czech. Chem. Commun. 69 (2004) 7,
1499-1505; Dep. Chem., Univ. Tarbiat Modarres, Tehran, Iran; Eng.) —
H. Hoennerscheid
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