Factorial design study to access the "green" iodocyclization reaction of 2-allylphenols

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Data
2016
Autores
Correa, Michelle Fidelis [UNIFESP]
Barbosa, Alefe Jhonatas Ramos [UNIFESP]
Sato, Rie [UNIFESP]
Junqueira, Luis Otavio [UNIFESP]
Politi, Mario Jose
Rando, Daniela Goncales [UNIFESP]
Fernandes, Joao Paulo dos Santos [UNIFESP]
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Iodocyclization of 2-allylphenols is a suitable method to access furans and dihydrofurans with adequate yields. Several methodologies to iodocyclization are reported in the literature
however, since some data about the conditions are conflicting, a more systematic approach is needed to define the best conditions. In this work, we performed a full 22 factorial design to study the influence of solvent (water or EtOH: water (1: 9) mixture) and the addition of NaHCO3 in iodine-promoted cyclization of 2-allylphenols. The results have shown water as the best solvent to be employed in the cyclization of liquid 2-allylphenols, and the presence of NaHCO 3 leads to lower yields. Several examples of 2-iodomethyl-2,3-dihydrobenzofurans preparations are reported using the optimized conditions
however, high yields are only observed when liquid 2-allylphenols were used.
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Green Processing And Synthesis. Berlin, v. 5, n. 2, p. 145-151, 2016.
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