Issue 18, 2020
From the journal:

Organic Chemistry Frontiers

Palladium-catalyzed domino Heck cyclization/ring opening of sulfolenes/desulfitative coupling: regio- and stereoselective synthesis of alkylated conjugated dienes†

Xin-Xing Wu, ORCID logo *a   Hao Ye,a   Hong Dai,a   Bing Yang,a   Yang Wang, ORCID logo a   Shufeng Chen ORCID logo b  and  Lanping Hu*a  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, P. R. China
E-mail: wuxinxng@163.com, hlp@ntu.edu.cn

b Inner Mongolia Key Laboratory of Fine Organic Synthesis, College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. China

Abstract

A novel palladium-catalyzed regio- and stereoselective dienylation via a combination of cascade carbopalladation and subsequent desulfitative coupling after the base-induced ring opening of sulfolenes has been described. In this reaction, a range of Z-selective conjugated dienes bearing oxindoles or isoquinolinediones are obtained in moderate yields.

Graphical abstract: Palladium-catalyzed domino Heck cyclization/ring opening of sulfolenes/desulfitative coupling: regio- and stereoselective synthesis of alkylated conjugated dienes

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Article information

DOI
https://doi.org/10.1039/D0QO00615G
Article type
Research Article
Submitted
21 May 2020
Accepted
19 Aug 2020
First published
19 Aug 2020

Org. Chem. Front., 2020,7, 2731-2736

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Palladium-catalyzed domino Heck cyclization/ring opening of sulfolenes/desulfitative coupling: regio- and stereoselective synthesis of alkylated conjugated dienes

X. Wu, H. Ye, H. Dai, B. Yang, Y. Wang, S. Chen and L. Hu, Org. Chem. Front., 2020, 7, 2731 DOI: 10.1039/D0QO00615G

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