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Efficient Amination of Activated and Non-Activated C(sp3 )-H Bonds with a Simple Iron-Phenanthroline Catalyst.


ABSTRACT: A readily available catalyst consisting of iron dichloride in combination with 1,10-phenanthroline catalyzes the ring-closing C-H amination of N-benzoyloxyurea to form imidazolidin-2-ones in high yields. The C-H amination reaction is very general and applicable to benzylic, allylic, propargylic, and completely non-activated aliphatic C(sp3 )-H bonds, and it also works for C(sp2 )-H bonds. The surprisingly simple method can be performed under open flask conditions.

SUBMITTER: Jarrige L 

PROVIDER: S-EPMC7986731 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Efficient Amination of Activated and Non-Activated C(sp<sup>3</sup> )-H Bonds with a Simple Iron-Phenanthroline Catalyst.

Jarrige Lucie L   Zhou Zijun Z   Hemming Marcel M   Meggers Eric E  

Angewandte Chemie (International ed. in English) 20210126 12


A readily available catalyst consisting of iron dichloride in combination with 1,10-phenanthroline catalyzes the ring-closing C-H amination of N-benzoyloxyurea to form imidazolidin-2-ones in high yields. The C-H amination reaction is very general and applicable to benzylic, allylic, propargylic, and completely non-activated aliphatic C(sp<sup>3</sup> )-H bonds, and it also works for C(sp<sup>2</sup> )-H bonds. The surprisingly simple method can be performed under open flask conditions. ...[more]

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