Issue 14, 2016

Facile kinetic induction of a dihydropyridide to pyrrolide ring contraction

Abstract

Reactions between magnesium 1,4-dihydropyridide or 1,2-dihydro-iso-quinolide derivatives and carbodiimides, RN[double bond, length as m-dash]C[double bond, length as m-dash]NR, generally result in Mg–N insertion and formation of guanidinate complexes. More sterically perturbed systems with N-aryl carbodiimide substitution, however, follow a divergent course of reaction initiating heterocyclic ring contraction and pyrrolide formation under unprecedentedly mild conditions.

Graphical abstract: Facile kinetic induction of a dihydropyridide to pyrrolide ring contraction

Supplementary files

Article information

Article type
Communication
Submitted
27 יול 2015
Accepted
19 אוג 2015
First published
19 אוג 2015

Dalton Trans., 2016,45, 5925-5928

Author version available

Facile kinetic induction of a dihydropyridide to pyrrolide ring contraction

D. R. Carbery, M. S. Hill, M. F. Mahon and C. Weetman, Dalton Trans., 2016, 45, 5925 DOI: 10.1039/C5DT02887F

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