Zinc-mediated allylation of aryl 2-propynyl acetates: a facile synthesis of 1,5-enynes

Yadav, J. S. ; Subba Reddy, B. V. ; Chandrakanth, D. ; Prashant, B. (2008) Zinc-mediated allylation of aryl 2-propynyl acetates: a facile synthesis of 1,5-enynes Chemistry Letters, 37 (9). p. 954. ISSN 0366-7022

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Official URL: http://www.jstage.jst.go.jp/article/cl/37/9/37_954...

Related URL: http://dx.doi.org/10.1246/cl.2008.954

Abstract

Aryl 2-propynyl acetates undergo smooth allylation with allylzinc bromide (generated in situ from allyl bromide and zinc metal) in THF at room temperature under mild conditions to furnish the corresponding 1,5-enynes in good to excellent yields and with high selectivity. Indium metal is also found to accomplish the nucleophilic substitution of aryl 2-propynylic acetates with allyl bromide.

Item Type:Article
Source:Copyright of this article belongs to Chemical Society of Japan.
ID Code:63093
Deposited On:28 Sep 2011 03:37
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