Aryl groups, supplement of amino protecting group chemistry

The regiospecific cleavage of aryl CN bond rather than amido CN bond, allows removal of sort of aryl groups of N-aryl amides by hypervalent iodine reagents under mild conditions to give primary amides in high efficiency without affecting other reactive function groups. In this sense, it bestows thes...

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Veröffentlicht in:Chinese chemical letters 2021-06, Vol.32 (6), p.1831-1833
Hauptverfasser: Dong, Jinhuan, Jia, Mengying, Xu, Xianxiu
Format: Artikel
Sprache:eng
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Zusammenfassung:The regiospecific cleavage of aryl CN bond rather than amido CN bond, allows removal of sort of aryl groups of N-aryl amides by hypervalent iodine reagents under mild conditions to give primary amides in high efficiency without affecting other reactive function groups. In this sense, it bestows these aryl groups with the characteristics of amino protecting groups. [Display omitted] Amino group protective strategy has consequently emerged in multistep organic synthesis. Easy and selective deprotection procedures are crucial to facilitate the chemical transformation. Recently, Zhang’s group from Henan Normal University collaborating with Chen’s group of Nankai University developed a novel strategy for the regiospecific cleavage of inert aryl CN bonds in N-aryl amides by hypervalent iodine(V) reagents. These procedures allow removal of sort of aryl groups under mild conditions to give primary amides in high efficiency. It bestows these aryl groups with the characteristics of amino protecting groups that might be the supplement of amino protecting group chemistry.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2021.01.034