From the journal:

New Journal of Chemistry

Diastereoselective reaction to construct polycyclic spiroindolines from 3-(2-isocyanoethyl)indoles and ynones†

Demin Liang,a   Da Wu,a   Jie Shen,b   Shanya Lu,b   Jiale Wang,a   Xiaodong Yan*a  and  Jian Li ORCID logo *b  

* Corresponding authors

a Technical Center of Shanghai Tobacco Group Co. Ltd., 3733 Xiupu Road, Shanghai 200082, P. R. China
E-mail: yanxd@sh.tobacco.com.cn

b Department of Chemistry, College of Sciences, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. China
E-mail: lijian@shu.edu.cn

Abstract

A cascade reaction of tryptamine-derived isocyanide and ynone under transition metal-free conditions has been developed. This domino transformation allows for the synthesis of structurally unusual polycyclic spiroindolines with excellent diastereoselectivity and atom economy.

Graphical abstract: Diastereoselective reaction to construct polycyclic spiroindolines from 3-(2-isocyanoethyl)indoles and ynones

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Article information

DOI
https://doi.org/10.1039/D5NJ01268F
Article type
Paper
Submitted
21 Mar 2025
Accepted
01 Jun 2025
First published
03 Jun 2025

New J. Chem., 2025, Advance Article

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Diastereoselective reaction to construct polycyclic spiroindolines from 3-(2-isocyanoethyl)indoles and ynones

D. Liang, D. Wu, J. Shen, S. Lu, J. Wang, X. Yan and J. Li, New J. Chem., 2025, Advance Article , DOI: 10.1039/D5NJ01268F

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