Synthesis, Structure, and Chemoselective Reactivity of  N ‐(2‐Iodylphenyl)acylamides: Hypervalent Iodine Reagents Bearing a Pseudo‐Six‐Membered Ring Scaffold | Zendy

Ladziata Uladzimir | Zendy; Koposov Alexey Y. | Zendy; Lo Ka Y. | Zendy; Willging Jeff | Zendy; Nemykin Victor N. | Zendy; Zhdankin Viktor V. | Zendy

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Synthesis, Structure, and Chemoselective Reactivity of N ‐(2‐Iodylphenyl)acylamides: Hypervalent Iodine Reagents Bearing a Pseudo‐Six‐Membered Ring Scaffold

Author(s) -

Ladziata Uladzimir,

Koposov Alexey Y.,

Lo Ka Y.,

Willging Jeff,

Nemykin Victor N.,

Zhdankin Viktor V.

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200502707

Subject(s) - hypervalent molecule , moiety , intramolecular force , reactivity (psychology) , chemistry , ring (chemistry) , iodine , reagent , amide , scaffold , combinatorial chemistry , stereochemistry , organic chemistry , computer science , database , medicine , alternative medicine , pathology

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.

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