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Please use this identifier to cite or link to this item: https://doi.org/10.1021/ol902812q
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dc.titleUnexpected reactivity of o-nitrosophenol with RCH2Br: C-H bond cleavage and annulation to benzoxazoles and benzoxazines (R = Alkynyl)
dc.contributor.authorYao, W.
dc.contributor.authorHuang, D.
dc.date.accessioned2014-10-16T08:47:06Z
dc.date.available2014-10-16T08:47:06Z
dc.date.issued2010-02-19
dc.identifier.citationYao, W., Huang, D. (2010-02-19). Unexpected reactivity of o-nitrosophenol with RCH2Br: C-H bond cleavage and annulation to benzoxazoles and benzoxazines (R = Alkynyl). Organic Letters 12 (4) : 736-738. ScholarBank@NUS Repository. https://doi.org/10.1021/ol902812q
dc.identifier.issn15237060
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/95376
dc.description.abstractA one-pot reaction between two molecules of 5-diethylamino-2-nitrosophenol with one molecule of 2-butynyl bromide gave rise to a new heterocyclic compound (structure shown above) consisting of one benzoxazole and one benzoxazine ring. The reaction works equally well with 1-phenyl-3-chloro-1-propyne. It was also found that 5-diethylamino-2-nitrosophenol reacts with R-CH2Br (R = aryl or vinyl) to give benzoxazoles with good functional group tolerance and high yield. © 2010 American Chemical Society.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1021/ol902812q
dc.sourceScopus
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1021/ol902812q
dc.description.sourcetitleOrganic Letters
dc.description.volume12
dc.description.issue4
dc.description.page736-738
dc.identifier.isiut000274465900023
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