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A new synthesis of thiazoles from tosylmethylisocyanide and carboxymethyl dithioates

✍ Scribed by O.H. Oldenziel; A.M. van Leusen

Publisher: Elsevier Science
Year: 1972
Tongue: French
Weight: 96 KB
Volume: 13
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)84931-5

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✦ Synopsis

In a previous series of papers 293 the synthetic utility of tosylmethylisocyanide (TosMIC, I) has been advocated. TosMIC reacts, under basic conditions, with carbonyl compounds to provide in good yields oxazoles (III, X=0), or 4-tosyl-substituted oxazoles (IV, X=0), depending on the nature of Y in II (Y=H resp. Cl or RCOC).2 Similarly, reaction with imidoyl chlorides (II, X=NFl', Y=Cl) leads to 4-tosylimidazoles (IV, X=NFl').3

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