2-Iodo-3-pyridinol

Furan derivatives are prepared by reaction of o-iodophenols. 2-Phenylbenzo-[ >]furan was prepared by the reaction of o-iodophenol (64) with 1-alkyne in one step [40]. It should be noted that similar 2-arylbenzo[i>]furan formation occurred by the use of Pd-free, copper-phosphine complex [41]. Similarly 2-substituted furo[3.2-i ]pyridine 66 was prepared from 2-iodo-3-pyridinol (65) in a one-pot reaction [42]. Naturally occurring ailanthoidol was synthesized by the reaction of 67 and 68 to give the cyclized product 69 [43]. 

Methyl-3-pyridinol is brominated in pyridine to give 2-bromo- and then 2,4-dibromo-6-methyl-3-pyridinol. lodination with sodium iododichloride gives 2-iodo-6-methyl-3-pyridinol. lodination of 2-(/7-substituted phenyl)-3-pyri-dinols (Xn-665 R = H, CHj, C Hs, CH(CH3)2. C(CH3)3, Q, OCHj) gives 2-aiyl-6-iodo-3-pyridinols. This should be contrasted with nitration of these pyridinols, which occurs first on the phenyl group " (Section II1.2.D.,... 

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