4.1 Article

One-Pot Stereoselective Synthesis of Alkyl (Z)-2-[4-Oxo-3-phenyl-2-(phenylimino)-1,3-thiazolan-5-yliden]acetates from Acetylenic Esters and N, N' -Diphenylthiourea

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TAYLOR & FRANCIS LTD
DOI: 10.1080/10426500802111488

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Acetylenic ester; Michael addition; N; N'-diphenylthiourea; stereoselectivity; 1; 3-thiazolan

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  1. Zanjan University

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N, N' -diphenylthiourea reacts with dialkyl acetylenedicarboxylates in acetone to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl (Z)-2-[4-oxo-3-phenyl-2-(phenylimino)-1,3-thiazolan-5-yliden]acetates in fairly good yields. NMR spectra indicated that the reaction is completely stereoselective.

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