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Preparation of methyl-2-(ω-iodoalkyl)propenoates and a facile route to 2-carbomethoxy-1,3-butadiene

✍ Scribed by Alex I.D. Alanine; Colin W.G. Fishwick; Andrew D. Jones; Michael B. Mitchell


Book ID
104244905
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
129 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis


a-Methylene-y-and-64actones undergo facile ring opening with frimethylsilyl iodide to yield 2-(iodoethyl)propenoic acid and 2-(iodupropyl)propenoic acid respectively, which are methylated to afford the corresponding esters. Treatment of methyl-2-(iodoethyl)propenoate with base generates P-carbomethoxy-7,Sbutadiene which undergoes dimerisation or can be trapped in-situ.


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Facile coupling of 2-(1-ethylthioethenyl
✍ Boris A. Trofimov; Lyubov' N. Sobenina; Al'bina I. Mikhaleva; Ol'Ga V. Petrova; 📂 Article 📅 2007 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 645 KB

## Abstract magnified image 2‐(2‐Cyano‐1‐ethylthioethenyl)pyrroles are readily coupled (50–55°) with primary and secondary amines at the position 1 of the ethenyl moiety to eliminate ethanethiol and afford 2‐(1‐amino‐2‐cyanoethenyl)pyrroles and/or their cyclic isomers ‐ functionalized 1‐amino‐3‐im