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[2+2] Cycloaddition of electron-poor acetylenes to (E)-3-dimethylamino-1-heteroaryl-prop-2-en-1-ones: synthesis of highly functionalized 1-heteroaroyl-1,3-butadienes

✍ Scribed by Jure Bezenšek; Tanja Koleša; Uroš Grošelj; Jernej Wagger; Katarina Stare; Anton Meden; Jurij Svete; Branko Stanovnik

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
727 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

2en-1-ones 1-Heteroaroyl-1,3-butadienes a b s t r a c t Microwave-assisted [2+2] cycloaddition of (E)-3-dimethylamino-1-heteroaryl-prop-2-en-1-ones to dimethyl acetylenedicarboxylates gives (2E,3E)-dimethyl-2-[(dimethylamino)methylene]-3-(substituted)succinates in 8-91% yield. In the case of a 4,5-dihydrothiazoline derivative,

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✍ Angel Guzmán; Moisés Romero; Francisco X. Talamás; Joseph M. Muchowski 📂 Article 📅 1992 🏛 Elsevier Science 🌐 French ⚖ 204 KB

2-Trichloromethyl-4-dimethylamino-1,3-diaza-l,3-butadienes(3),prepared from trichlomacetamidme(1) and amide acetals 2, readily react with electron d&ie.nt acetylenes 4 to give 2-trichloromethylpyrimidines 5.