Issue 61, 2021

Synthesis of novel six-, seven- and eight-membered aluminum-containing rings by alumole ring expansion

Abstract

The chemistry of aluminacyclopentadienes, also known as alumoles, has experienced a resurgence in recent years, resulting in the preparation of a number of new entries in this class of compound. In contrast, their reactivity remains relatively unexplored. Thus far, their Lewis acid–base chemistry has been studied, as well as various ring-insertion reactions with unsaturated species such as alkynes and azides. Herein we present a range of new ring expansion reactions of an alumole with heteroatom-containing unsaturated species, providing novel six-, seven- and eight-membered cyclic products with high heteroatom content. Additionally, an unusual reaction was observed when the alumole was treated with morpholine-N-oxide, involving a stepwise insertion of two oxygen atoms, first into the exocyclic Al–C bond and then the endocyclic Al–C bond.

Graphical abstract: Synthesis of novel six-, seven- and eight-membered aluminum-containing rings by alumole ring expansion

Supplementary files

Article information

Article type
Communication
Submitted
07 јун. 2021
Accepted
29 јун. 2021
First published
29 јун. 2021

Chem. Commun., 2021,57, 7505-7508

Synthesis of novel six-, seven- and eight-membered aluminum-containing rings by alumole ring expansion

R. Drescher, B. Ritschel, R. D. Dewhurst, A. Deißenberger, A. Hofmann and H. Braunschweig, Chem. Commun., 2021, 57, 7505 DOI: 10.1039/D1CC02993B

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