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|Title:||TMSOTf-promoted intermolecular cascade reaction of aromatic diazo ketones with olefins : selective synthesis of 3-arylethylideneoxindoles||Authors:||Tatina, Madhu Babu
Judeh, Zaher M. A.
|Keywords:||Engineering::Chemical engineering||Issue Date:||2020||Source:||Tatina, M. B., Wang, X., Santoso, M., Moussa, Z. & Judeh, Z. M. A. (2020). TMSOTf-promoted intermolecular cascade reaction of aromatic diazo ketones with olefins : selective synthesis of 3-arylethylideneoxindoles. The Journal of Organic Chemistry, 85(14), 9129-9138. https://dx.doi.org/10.1021/acs.joc.0c01076||Project:||RG 13/18||Journal:||The Journal of Organic Chemistry||Abstract:||A simple trimethylsilyl trifluoromethanesulfonate (TMSOTf)-promoted intermolecular cascade reaction of aromatic diazo ketones with olefins has been developed. This method directly gave 3-phenylethylideneoxindoles from 3-diazooxindoles and styrenes with exclusive regioselectivity, chemoselectivity, and E-stereoselectivity. The key to the success of the reaction and higher yields is the elegant use of TMSOTf, which gradually released the active triflic acid promoter in situ. The reaction tolerates a wide substrate scope of 3-diazooxindoles and styrenes with electron-donating and electron-withdrawing groups and works well on the gram scale.||URI:||https://hdl.handle.net/10356/153874||ISSN:||0022-3263||DOI:||10.1021/acs.joc.0c01076||Rights:||© 2020 American Chemical Society. All rights reserved.||Fulltext Permission:||none||Fulltext Availability:||No Fulltext|
|Appears in Collections:||SCBE Journal Articles|
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