A facile synthesis of 3,4-dimercaptofurans via sulfenylation of (E)-β-chlorovinyl ketones and 1,2-sulfur migration.

作者: E. Song , H. Y. Kim , K. Oh

DOI: 10.1039/C6OB02772E

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摘要: The one-pot sulfenylation of (E)-β-chlorovinyl ketones was investigated under soft α-vinyl enolization conditions. Modulating the nature nucleophilic species using a “hard” base regioselective formation α,γ-dithio-allenyl has been achieved, where thermodynamic control mimicked by presence Et3N·HCl. sulfenylated products, and α,α-dithio-propargyl ketones, smoothly underwent cycloisomerization to 3,4-dimercaptofurans via novel 1,2-sulfur migration in excellent yields.

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