Organic Chemistry International

Research Article

Regioselective 5-exo-Trig Heterocyclization of 2-Allyl-1-naphthols under the Influence of N-Iodosuccinimide or Molecular Iodine in Aqueous Micelle

Table 1

Optimized reaction conditions for molecular iodine annulated 5-exo-trig cyclization of a series of allylhydroxy naphthalene precursors in aqueous micelles using CTAB as surfactant.
EntrySubstrate (3a) mmolSurfactant (CTAB) mmolIodine equiv.Water mL.Time (h)Yield (%) of product (4a)
10.50.100.510328
20.50.101.010348
30.50.151.010451
40.50.201.010554
50.50.251.210659
6 0.5 0.30 1.4 10 8 86
70.50.401.4101084
80.50.401.5101282