N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes | Zendy

Laura J. Allen | Zendy; Pablo J. Cabrera | Zendy; Melissa Lee | Zendy; Melanie S. Sanford | Zendy

Open Access

N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes

Author(s) -

Laura J. Allen,

Pablo J. Cabrera,

Melissa Lee,

Melanie S. Sanford

Publication year - 2014

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja501906x

Subject(s) - chemistry , amination , radical , substrate (aquarium) , photochemistry , pyridine , nitrogen , radical cyclization , scope (computer science) , visible spectrum , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , oceanography , physics , optoelectronics , geology , computer science , programming language

This paper reports a room temperature visible light photocatalyzed method for the C-H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research