Issue 89, 2016

Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

Abstract

Condensation of carbonyls with non-acidic methylenes such as those adjacent to heteroatoms and allylic types to generate C[double bond, length as m-dash]C bonds is challenging but highly desirable. Inventing novel methods that can accomplish such condensations can enrich synthetic chemists' toolbox. Herein, we report a simple, clean, and high yielding protocol promoted by light to achieve condensation of non-acidic methylenes with carbonyls. As examples to demonstrate the power of this methodology, one class of ubiquitous and highly important heterocycles, i.e. benzofurans, were synthesized with broad functional group compatibility. Furthermore, intermolecular condensations were also briefly investigated.

Graphical abstract: Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

Supplementary files

Article information

Article type
Communication
Submitted
20 Sep 2016
Accepted
10 Oct 2016
First published
11 Oct 2016

Chem. Commun., 2016,52, 13120-13123

Dehydrative condensation of carbonyls with non-acidic methylenes enabled by light: synthesis of benzofurans

W. Liu, N. Chen, X. Yang, L. Li and C. Li, Chem. Commun., 2016, 52, 13120 DOI: 10.1039/C6CC07626B

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