Indium-mediated vic-diallylation/propargylation of phenacyl bromides: a facile synthesis of 4-arylocta-1,7-dien-4-ol derivatives

Yadav, J. S. ; Subba Reddy, B. V. ; Biswas, Swapan Kumar ; Sengupta, Sandip ; Vishnumurthy, P. (2008) Indium-mediated vic-diallylation/propargylation of phenacyl bromides: a facile synthesis of 4-arylocta-1,7-dien-4-ol derivatives Tetrahedron Letters, 49 (6). pp. 1034-1036. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.12.005

Abstract

Phenacyl bromides undergo smooth vic-diallylation and dipropargylation with allyl and propargyl indium reagents generated in situ from metallic indium and allyl or propargyl bromide to produce 4-arylocta-1,7-dien-4-ol derivatives in good yields. Phenacyl chloride and azide also participated effectively in bis-allylation. Similar results are also obtained from in situ generated allyl or propargyl zinc bromide.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Indium Metal; Phenacyl Bromide; vic-diallylation; Propargylation; C-C Bond Formation
ID Code:60404
Deposited On:09 Sep 2011 03:55
Last Modified:09 Sep 2011 03:55

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