Issue 48, 2022, Issue in Progress
From the journal:

RSC Advances

Annulated carbamates are precursors for the ring contraction of the adamantane framework†

Radim Hrdina, ORCID logo *a   Oksana M. Holovko-Kamoshenkova,ad   Ivana Císařová,b   Filip Kouckýb  and  Oldřich Machalickýc  

* Corresponding authors

a Charles University, Faculty of Science, Department of Organic Chemistry, Hlavova 8, 12840 Praha, Czech Republic
E-mail: hrdina@natur.cuni.cz

b Charles University, Faculty of Science, Department of Inorganic Chemistry, Hlavova 8, 12840 Praha, Czech Republic

c University of Pardubice, Faculty of Chemical Technology, Studentská 573, 53210 Pardubice, Czech Republic

d Uzhhorod National University, Narodna Ploshcha 3, 88000 Uzhhorod, Ukraine

Abstract

We report a protocol for the one-pot two-step synthesis of noradamantane methylene amines. The first step is the triflic acid-promoted decarboxylation of adamantane carbamates, which causes rearrangement of the adamantane framework to form noradamantane iminium salts, which are reduced to amines in the second separate step.

Graphical abstract: Annulated carbamates are precursors for the ring contraction of the adamantane framework

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D2RA06402B
Article type
Paper
Submitted
11 Oct 2022
Accepted
24 Oct 2022
First published
31 Oct 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 31056-31060

Permissions

Request permissions

Annulated carbamates are precursors for the ring contraction of the adamantane framework

R. Hrdina, O. M. Holovko-Kamoshenkova, I. Císařová, F. Koucký and O. Machalický, RSC Adv., 2022, 12, 31056 DOI: 10.1039/D2RA06402B

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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