An improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne

Spiteri, Christian and Sharma, Pallavi and Zhang, Fengzhi and Macdonald, Simon J. F. and Keeling, Steve and Moses, John E. (2010) An improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne. Chemical Communications, 46 (8). pp. 1272-1274. ISSN 1359-7345

Full content URL: http://pubs.rsc.org/en/content/articlelanding/2010...

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Item Type:Article
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Abstract

An efficient synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reaction partners mediated by TBAF. Reactions are complete within 30 s, giving the target products in good to excellent yield.

Keywords:Bezisoxazole, benzyne, 1, 3-dipolar addition
Subjects:F Physical Sciences > F160 Organic Chemistry
Divisions:College of Science > School of Life Sciences
ID Code:7107
Deposited On:21 Dec 2012 12:25

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