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Silver-Promoted Benzannulations of Siloxy Alkynes with Pyridinium and Isoquinolinium Salts. | LitMetric

Silver-Promoted Benzannulations of Siloxy Alkynes with Pyridinium and Isoquinolinium Salts.

Adv Synth Catal

Chicago Tri-Institutional Center for Chemical Methods and Library Development. Department of Chemistry, University of Chicago, Chicago, IL 60637, USA, ; phone: (+1)-773-702-6886.

Published: September 2013

We describe the development of efficient benzannulations of siloxy alkynes with pyridinium and isoquinolinium salts. Such reactions are successfully promoted by a stoichiometric amount of silver(I) benzolate under mild reaction conditions. This process proceeds via a formal inverse-electron demand Diels-Alder reaction, followed by fragmentation of the initially produced bicyclic adducts to deliver a range of synthetically useful phenols and naphthols.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3956059PMC
http://dx.doi.org/10.1002/adsc.201300443DOI Listing

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