Gold(I)-catalyzed cascade cyclopropanation and ring-expansion reaction of indenes for the stereoselective synthesis of cis-2-vinyl naphthalenes

Shota Nakagawa; Nene Murata; Kento Hironaka; Syed R. Hussaini; Yoshikazu Horino

doi:10.1039/D5CC03350K

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Gold(i)-catalyzed cascade cyclopropanation and ring-expansion reaction of indenes for the stereoselective synthesis of cis-2-vinyl naphthalenes

Shota Nakagawa,^a Nene Murata,^a Kento Hironaka,^a Syed R. Hussaini

^b and Yoshikazu Horino

*^ac

Author affiliations

* Corresponding authors

^a Department of Applied Chemistry and Bioscience, Chitose Institute of Science and Technology, Chitose, Hokkaido, Japan
E-mail: y-horino@photon.chitose.ac.jp

^b Department of Chemistry & Biochemistry, The University of Tulsa, 430 South Gary Place, Tulsa, OK 74104, USA

^c Chitose Silicon Research Center, Chitose Institute of Science and Technology, Chitose, Hokkaido, Japan

Abstract

We report a gold(I)-catalyzed novel cascade cyclopropanation and ring-expansion reaction of indenes using stannylated propargyl esters for the stereoselective synthesis of cis-2-vinyl naphthalenes. The transformation utilizes stannylated propargyl esters as formal gold(I)-stabilized propargyl cation equivalents, which undergo insertion into the indenes.

Download options Please wait...

Supplementary files

Supplementary information PDF (14332K)

Transparent peer review

To support increased transparency, we offer authors the option to publish the peer review history alongside their article.

View this article’s peer review history

Article information

DOI: https://doi.org/10.1039/D5CC03350K
Article type: Communication
Submitted: 13 Jun 2025
Accepted: 14 Aug 2025
First published: 18 Aug 2025

Download Citation

Chem. Commun., 2025, Advance Article

Permissions

Request permissions

Gold(I)-catalyzed cascade cyclopropanation and ring-expansion reaction of indenes for the stereoselective synthesis of cis-2-vinyl naphthalenes

S. Nakagawa, N. Murata, K. Hironaka, S. R. Hussaini and Y. Horino, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC03350K

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.

Chemical Communications

Gold(i)-catalyzed cascade cyclopropanation and ring-expansion reaction of indenes for the stereoselective synthesis of cis-2-vinyl naphthalenes

Abstract

Supplementary files

Transparent peer review

Article information

Download Citation

Permissions

Gold(I)-catalyzed cascade cyclopropanation and ring-expansion reaction of indenes for the stereoselective synthesis of cis-2-vinyl naphthalenes

Social activity

Search articles by author

Spotlight

Advertisements