Issue 13, 2011
From the journal:

Chemical Communications

A cascade Heck–Aldol–Heck reaction by a combination of transition-metal catalysis and aminocatalysis†

Chang-Shan Guo,a   Yu-Han Dua  and  Zhi-Zhen Huang*abc  

* Corresponding authors

a Key Laboratory of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China

b Department of Chemistry, Zhejiang University, Hangzhou 310028, P. R. China
E-mail: huangzz@nju.edu.cn

c State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, P. R. China

Abstract

An unprecedented cascade Heck–Aldol–Heck reaction was developed to form two C–C single bonds and one C[double bond, length as m-dash]C double bond in one process by a combination of palladium(0) catalysis and aminocatalysis. Various aryl iodides could perform the cascade reaction with readily available propenol and formaldehyde to afford novel (E)-trisubstituted alkenes in 66–81% yields.

Graphical abstract: A cascade Heck–Aldol–Heck reaction by a combination of transition-metal catalysis and aminocatalysis

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Article information

DOI
https://doi.org/10.1039/C1CC10152H
Article type
Communication
Submitted
09 Jan 2011
Accepted
31 Jan 2011
First published
17 Feb 2011

Chem. Commun., 2011,47, 3995-3997

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A cascade Heck–Aldol–Heck reaction by a combination of transition-metal catalysis and aminocatalysis

C. Guo, Y. Du and Z. Huang, Chem. Commun., 2011, 47, 3995 DOI: 10.1039/C1CC10152H

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