Journal
TETRAHEDRON LETTERS
Volume 55, Issue 47, Pages 6389-6393Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.09.086
Keywords
Metal-free; Diazoamides; Oxindoles; Spirocyclopropanes
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Funding
- Council of Scientific and Industrial Research, India [09/475(0172)/2012-EMR-1]
- Department of Science and Technology, Ministry of Science and Technology, India [SR/S1/OC-11/2011(G)]
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A highly efficient method to synthesize spiro[cyclopropane-1,3-oxindoles] from cyclic diazoamides and mono-substituted or 1,2-disubstituted alkenes under solvent- and transition metal-free conditions is reported. The reaction offers proficient access to synthetically useful and biologically important spiro[cyclopropane-1,3-oxindoles]. The advantageous features of this sustainable method are being metal-free, shorter reaction time, cost-effectiveness, eco-friendliness and excellent yields. The selectivity and yield are comparable with transition metal-catalyzed cyclopropanation reactions. (C) 2014 Elsevier Ltd. All rights reserved.
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