Ruthenium-Catalyzed ortho-C–H Mono- and Di-imidation of Arenes with N-Tosyloxyphthalimide

Yadav, M. Ramu ; Shankar, Majji ; Ramesh, E. ; Ghosh, Koushik ; Sahoo, Akhila K. (2015) Ruthenium-Catalyzed ortho-C–H Mono- and Di-imidation of Arenes with N-Tosyloxyphthalimide Organic Letters, 17 (8). pp. 1886-1889. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/acs.orglett.5b00570

Related URL: http://dx.doi.org/10.1021/acs.orglett.5b00570

Abstract

The Ru(II)-catalyzed imidation of the o-C–H bond in arenes with N-tosyloxyphthalimide is realized with the assistance of a methyl phenylsulfoximine (MPS) directing group. This method is applicable to access the hitherto difficult o-C–H di-imidation products. The sequential C–N and C–C bond formation of o-C–H arenes creates peripherally decorated benzoic acid derivatives. The readily removable MPS-DG and easily modifiable phthaloyl moiety make this strategy synthetically viable for constructing highly functionalized C–N bearing arenes and heteroarenes.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:122443
Deposited On:02 Aug 2021 14:40
Last Modified:02 Aug 2021 14:40

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