Issue 5, 2019
From the journal:

Chemical Communications

Palladium-catalyzed trisallylation of benzoxazoles and 2-aryl-1,3,4-oxadiazoles with alkyne†

Jun Zheng,a   Fereshteh Hosseini-Eshbala,ab   Ya-Xi Donga  and  Bernhard Breit ORCID logo *a  

* Corresponding authors

a Institut für Organische Chemie, Freiburg Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104 Freiburgim Breisgau, Germany

b Department of Chemical Technology, Iranian Research Organization for Science and Technology, Sh. Ehsani Rad St., Enqelab St., Parsa Sq., Ahmadabad Mostoufi Rd., Azadegan Highway, Tehran, Iran

Abstract

A Pd-catalyzed direct C–H trisallylation of azoles with alkyne has been described. A consecutive C(sp2)–H allylation/olefin isomerization/double C(sp3)–H allylation of azoles and alkyne via a palladium catalysis system proceeds efficiently to afford the corresponding C2-alkenylated azoles containing an all quaternary carbon center.

Graphical abstract: Palladium-catalyzed trisallylation of benzoxazoles and 2-aryl-1,3,4-oxadiazoles with alkyne

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Article information

DOI
https://doi.org/10.1039/C8CC09165J
Article type
Communication
Submitted
19 Nov 2018
Accepted
06 Dec 2018
First published
06 Dec 2018

Chem. Commun., 2019,55, 624-627

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Palladium-catalyzed trisallylation of benzoxazoles and 2-aryl-1,3,4-oxadiazoles with alkyne

J. Zheng, F. Hosseini-Eshbala, Y. Dong and B. Breit, Chem. Commun., 2019, 55, 624 DOI: 10.1039/C8CC09165J

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