Issue 36, 2017
From the journal:

Dalton Transactions

Gold-catalyzed domino cyclization–alkynylation reactions with EBX reagents: new insights into the reaction mechanism†

Hossein Ghari,ad   Yifan Li,b   Roohollah Roohzadeh,a   Paola Caramenti,b   Jerome Waser ORCID logo *b  and  Alireza Ariafard*ac  

* Corresponding authors

a Department of Chemistry, Islamic Azad University, Central Tehran Branch, Shahrak Gharb, Tehran, Iran

b Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, CH, Switzerland
E-mail: jerome.waser@epfl.ch
Web: http://lcso.epfl.ch
Fax: +41 21 693 97 00

c School of Physical Science (Chemistry), University of Tasmania, Private Bag 75, Hobart TAS 7001, Australia
E-mail: alirezaa@utas.edu.au

d Young Researchers and Elite Club, Central Tehran Branch, Islamic Azad University, Tehran, Iran

Abstract

Gold-catalyzed domino processes constitute a useful alternative to C–H functionalization for the synthesis of functionalized (hetero)arenes. Herein, we report computational studies on the gold-catalyzed cyclization alkynylation of keto-allenes with ethynylbenziodoxole (EBX) reagents, which identified a gold(I) picolinate complex as the active catalyst, giving the first mechanistic insights into this transformation.

Graphical abstract: Gold-catalyzed domino cyclization–alkynylation reactions with EBX reagents: new insights into the reaction mechanism

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Article information

DOI
https://doi.org/10.1039/C7DT03154H
Article type
Paper
Submitted
25 Aug 2017
Accepted
28 Aug 2017
First published
06 Sep 2017

Dalton Trans., 2017,46, 12257-12262

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Gold-catalyzed domino cyclization–alkynylation reactions with EBX reagents: new insights into the reaction mechanism

H. Ghari, Y. Li, R. Roohzadeh, P. Caramenti, J. Waser and A. Ariafard, Dalton Trans., 2017, 46, 12257 DOI: 10.1039/C7DT03154H

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