Free accessResearch articleFirst published online 2006-4
Synthesis of Polyfunctional Ketenimines and 1-Azadienes use of Tert -Butyl Isocyanide and Acetylenic Esters in the Presence of 3-Chloropentane-2,4-Dione
The 1:1 reactive intermediate generated by the addition of tert-butyl isocyanide to dialkyl acetylenedicarboxylates was trapped by 3-chloropentane-2, 4-dione to yield polyfunctionalised ketenimines and 1-azadienes.
YavariI., ShaabaniA., AsghariS., OlmsteadM. M., and SafariN., J. Fluor. Chem., 1997, 86, 77–80.
5.
YavariI., EsmailiA. A., AsghariS., and Bijan-ZadehH. R., J. Chem. Res., 1999, 368–369.
6.
AumannR., JasperB., LageM., and KrebsB., Organometallics, 1994, 13, 3502.
7.
SuzukiY., and TakizawaN. T., Tetrahedron Lett., 1970, 11, 2667.
8.
SuzukiY., and LitakaY., Bull. Chem. Soc. Jpn., 1971, 44, 56.
9.
OakesT.R., and DonovanT. J., J. Org. Chem., 1973, 38, 1319.
10.
JunjappaH., SaxenaM. K., RamaiahD., LoharayB. B., RathN. P., and GeorgeM. V., J. Org. Chem., 1998, 63, 9801.
11.
MarcacciniS., and TorrobaT., Org. Prep. Proc. Intl., 1993, 25, 141.
12.
ModerhackD., Synthesis, 1985, 1083.
13.
WalborskyH.M., and PersiasamyM. P., The Chemistry of Functional Groups, PataiS., and RappoportZ. (eds), Suppl C, chap 20, Wiley, New York, 1983, p. 835.
