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An Iodocyclization Approach to Substituted 3-Iodothiophenes

Bartolo Gabriele*, Raffaella Mancuso*, Giuseppe Salerno and Richard C. Larock

*UniversitÓ della Calabria, 87036 Arcavacata di Rende (CS), Italy, Email: b.gabrieleunical.it, raffaella.mancusounical.it

B. Gabriele, R. Mancuso, G. Salerno, R. C. Larock, J. Org. Chem., 2012, 77, 7640-7645.

DOI: 10.1021/jo301001j (free Supporting Information)


Abstract

A direct iodocyclization of 1-mercapto-3-yn-2-ols derivatives enables the synthesis of 3-iodothiophenes. Various substrates were smoothly converted into the corresponding 3-iodothiophene derivatives in good yields by reaction with molecular iodine in the presence of NaHCO3 at room temperature in MeCN as the solvent.

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Key Words

Thiophenes, Iodine


ID: J42-Y2012-2880