Issue 4, 2024
From the journal:

RSC Mechanochemistry

Mechanochemical transformation of tetraaryl[3]cumulenes to benzofulvenes via electrophilic iodocyclization†

Fumitoshi Yagishita, ORCID logo *ab   Shoma Mukai,a   Sota Abe,a   Shoko Ueta,a   Yasushi Yoshida, ORCID logo c   Yukihiro Arakawa, ORCID logo a   Keiji Minagawaa  and  Yasushi Imada ORCID logo a  

* Corresponding authors

a Department of Applied Chemistry, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8506, Japan
E-mail: yagishitaf@tokushima-u.ac.jp

b Institute of Post-LED Photonics, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8506, Japan

c Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

We demonstrate solvent-free mechanochemical iodocyclization of tetraaryl[3]cumulenes using N-iodosuccinimides as the first example of the molecular transformation of cumulenes based on mechanochemistry. This mechanochemical reaction provides the corresponding benzofulvenes in good yields, overcoming the limitation of conventional methods using organic solvents.

Graphical abstract: Mechanochemical transformation of tetraaryl[3]cumulenes to benzofulvenes via electrophilic iodocyclization

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Article information

DOI
https://doi.org/10.1039/D4MR00022F
Article type
Communication
Submitted
14 Mar 2024
Accepted
08 Jun 2024
First published
10 Jun 2024
This article is Open Access
Creative Commons BY-NC license

RSC Mechanochem., 2024,1, 318-321

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Mechanochemical transformation of tetraaryl[3]cumulenes to benzofulvenes via electrophilic iodocyclization

F. Yagishita, S. Mukai, S. Abe, S. Ueta, Y. Yoshida, Y. Arakawa, K. Minagawa and Y. Imada, RSC Mechanochem., 2024, 1, 318 DOI: 10.1039/D4MR00022F

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