115754-95-5Relevant academic research and scientific papers
Two-carbon chain extension of chiral aldehydes via 2-alkenylthiazoles: Synthesis of γ-functionalized alkanals
Dondoni,Merino,Orduna,Perrone
, p. 277 - 279 (2007/10/02)
The reaction of 2-thiazolylmethylenetriphenylphosphorane (1a) in benzene with various aldehydes gives 2-alkenylthiazoles in variable E/Z ratios. Application of the thiazole-to-formyl deblocking protocol to the mixture of the olefins leads to saturated ald
THIAZOLYLMETHYLENETRIPHENYLPHOSPHORANE AND ITS BENZO DERIVATIVE: STABLE AND PRACTICAL WITTIG REAGENTS FOR THE SYNTHESIS OF VINYLTHIAZOLES AND VINYLBENZOTHIAZOLES. TWO-CARBON HOMOLOGATION OF ALDEHYDES.
Dondoni, Alessandro,Fantin, Giancarlo,Fogagnolo, Marco,Medici, Alessandro,Pedrini, Paola
, p. 2021 - 2032 (2007/10/02)
The title thiazolyl phosphorane is a stable yet quite reactive Wittig-type reagent which uppon reaction with various aldehydes affords vinylthiazoles, mainly or exclusively as E-isomers, in very good yields.Also the benzothiazolyl phosphorane derivative, unlike a literature report, prove to react with aldehydes.Vinylthyazoles subjected to formyl deblocking from thiazole nucleous afford two-carbon homologated satured aldehydes.As an example, one of these vinylthiazoles, viz. the β-phenyl derivative 8f, proves to add n-butyl lithium cuprate to give after the formyl deblocking 3-phenylheptanal.
