Issue 19, 2023

Photoinduced desaturative β-C(sp3)–H amidation of N-phenylpiperidine with phthalimide driven by electron donor–acceptor complexes

Abstract

A photoinduced desaturative β-C(sp3)–H bond amidation of N-phenylpiperidine using phthalimide as an aminating source enabled by an electron donor–acceptor (EDA) complex has been explored. This protocol avoids the use of high temperatures, transition metals and photosensitizers required for traditional C(sp3)–H functionalization, providing an environmentally friendly, simple and efficient protocol for accessing β-C(sp2)–H amidation piperidine derivatives. Additionally, the obtained products can be further modified and transformed into enamines by treatment with hydrazine.

Graphical abstract: Photoinduced desaturative β-C(sp3)–H amidation of N-phenylpiperidine with phthalimide driven by electron donor–acceptor complexes

Supplementary files

Article information

Article type
Research Article
Submitted
18 ذو الحجة 1444
Accepted
28 محرم 1445
First published
07 صفر 1445

Org. Chem. Front., 2023,10, 4758-4763

Photoinduced desaturative β-C(sp3)–H amidation of N-phenylpiperidine with phthalimide driven by electron donor–acceptor complexes

B. Sun, Y. Jiang, P. Huang, P. Li, C. Lv, Y. Xu, J. Wang and C. Jin, Org. Chem. Front., 2023, 10, 4758 DOI: 10.1039/D3QO01030A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements