Issue 15, 2017

Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis

Abstract

An intermolecular condensation of alkynols and terminal alkynes is reported. Using IPrAuNTf2, an efficient Au-catalyzed cyclization–alkynylation strategy furnishes (2-arylalkynyl) cyclic ethers in moderate to excellent yields (up to 94%). This strategy is extended to the synthesis of functionalized 2,3-dihydrooxepines via the sequential Au-catalyzed ring expansion of the cyclic ether substrates.

Graphical abstract: Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis

Supplementary files

Article information

Article type
Communication
Submitted
09 Dec 2016
Accepted
03 Jan 2017
First published
03 Jan 2017

Chem. Commun., 2017,53, 2315-2318

Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis

C. A. Smith, S. E. Motika, L. Wojtas and X. Shi, Chem. Commun., 2017, 53, 2315 DOI: 10.1039/C6CC09794D

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