Issue 38, 2015

Assembly of functionalized carbocycles or N-heterocycles through a domino electrocyclization–[1,2] migration reaction sequence

Abstract

The development of processes that streamline the synthesis of complex, functionalized carbocycles and heterocycles remains a hotly pursued topic because their scaffolds are present in a range of bioactive molecules and electronic materials. Although the Nazarov reaction has emerged to be useful in the synthesis of carbocycles and heterocycles, using an electrocyclization to trigger a migration remains underdeveloped. By constructing several bonds in one operation, domino reaction sequences are particularly effective at improving the efficiency of synthesis. The use of transition metal catalysts has the potential to render these processes stereoselective. This review examines the use of electrocyclization–[1,2] migrations to construct molecules and is organized by the type of ring constructed and the order of the two steps in this process.

Graphical abstract: Assembly of functionalized carbocycles or N-heterocycles through a domino electrocyclization–[1,2] migration reaction sequence

Article information

Article type
Review Article
Submitted
30 Jun 2015
Accepted
04 Aug 2015
First published
04 Aug 2015

Org. Biomol. Chem., 2015,13, 9720-9741

Assembly of functionalized carbocycles or N-heterocycles through a domino electrocyclization–[1,2] migration reaction sequence

N. Jana and T. G. Driver, Org. Biomol. Chem., 2015, 13, 9720 DOI: 10.1039/C5OB01334H

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