Phosphonium Ylides Stabilized with Cyano Group and 5-Acylamino-4-phenyl-2-thiazolyl Residue

Authors: Smolii, O.B.; Panchishin, S.Y.; Pirozhenko, V.V.; Drach, B.S.

Source: Russian Journal of General Chemistry, Volume 71, Number 11, November 2001 , pp. 1734-1736(3)

Publisher: MAIK Nauka/Interperiodica

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Abstract:

Available ylide reagent Ph_3P = C(CN)C(S)NH_2 readily enters cyclocondensation with N-(chlorophenacyl)benzamide and its analogs. By this route were prepared new stabilized phosphonium ylides containing cyano group and the corresponding 5-acylamino-4-phenyl-2-thiazolyl fragment. All these compounds even under standard conditions are dephosphorylated under the action of hydrogen chloride in acetic acid to form 5-acylamino-4-phenyl-2-cyanomethylthiazoles in high yields. Their structure was proved by spectroscopic studies and independent synthesis.

Document Type: Regular Paper

Affiliations: Institute of Bioorganic and Petroleum Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine

Publication date: November 1, 2001

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