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Synthesis 2017; 49(17): 3945-3951
DOI: 10.1055/s-0036-1588813
DOI: 10.1055/s-0036-1588813
special topic
Ethylene Glycol Assisted Intermolecular Pauson–Khand Reaction
Supported by: We thank the Spanish Ministerio de Economia y Competividad (CTQ2014-56361-P) and IRB Barcelona for financial support. IRB Barcelona is the recipient of a Severo Ochoa Award of Excellence from MINECO (Government of Spain). CTQ2014-56361-PFurther Information
Publication History
Received: 15 March 2017
Accepted after revision: 10 April 2017
Publication Date:
27 April 2017 (online)
Published as part of the Special Topic Cobalt in Organic Synthesis
Abstract
The use of ethylene glycol as additive in the N-oxide-promoted intermolecular Pauson–Khand reaction (PKR) has been studied. The addition of 15% ethylene glycol to the reaction mixture consistently increased (from 20% up to 2–4-fold) the reaction yields.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588813. Included are experimental procedures for the preparation of alkynes and alkynehexacarbonyldicobalt complexes, as well as 1H and 13C spectra of the new PK adducts synthesized in this work.
- Supporting Information
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Other Pauson–Khand reactions with ethylene:
For other additives tried in the intermolecular PKR, see:
This system is typically accessed by indirect routes involving ring expansion reactions: