A pseudo‐benziodoxazine structure with intramolecular secondary I⋅⋅⋅O bonding, as shown by X‐ray analysis, is seen in a series of N‐(2‐iodylphenyl)acylamides prepared from 2‐iodoaniline (see scheme). These compounds contain a six‐membered pseudocyclic scaffold about an iodine(V) center and are able to oxidize either alcohols or sulfides, with the reactivity depending largely on the substitution pattern on the amide group adjacent to the iodyl moiety.
Scaffold. -The pseudobenziodoxazine scaffold is shown to be a promising lead structure for the development of novel, selective hypervalent iodine containing oxidants [cf. (I)-(IV)]. Best results are obtained with derivative (Ie). -(LADZIATA, U.; KOPOSOV, A. Y.; LO, K. Y.; WILLGING, J.; NEMYKIN*, V. N.; ZHDANKIN, V. V.; Angew. Chem., Int. Ed. 44 (2005) 43, 7127-7131; Dep. Chem., Univ. Minn., Duluth, MN 55812, USA; Eng.) -Nuesgen 09-047
Eine Pseudo‐Benziodoxazin‐Struktur mit intramolekularer sekundärer I⋅⋅⋅O‐Bindung (siehe Schema und Strukturbild) zeichnet eine Reihe von N‐(2‐Iodylphenyl)acylamiden aus, die ausgehend von 2‐Iodanilin erhalten wurden. Je nach dem Substitutionsmuster an der benachbarten Amidgruppe oxidiert das Iod(V)‐Zentrum des sechsgliedrigen Pseudocyclus entweder Alkohole oder Sulfide.
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