Journal
TETRAHEDRON LETTERS
Volume 57, Issue 13, Pages 1489-1491Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.02.078
Keywords
Cyclization; N-Methylanilines; Maleimides; Heterocycles; Radical reactions; Tetrahydroquinolines
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Funding
- CSIR, New Delhi
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A metal-free, novel and convenient way for the direct cyclization of N-methylanilines with maleimides to tetrahydroquinolines via C(sp(3))-H activation is reported. The protocol utilizes inexpensive and easy to handle K2S2O8 as a radical surrogate and involves sequential formation of C(sp(3))-C(sp(2)) and C(sp(2))-C(sp(2)) bonds in a one-pot procedure at room temperature. The method affords excellent yield of tricyclic compounds incorporating biologically important tetrahydroquinoline core. (C) 2016 Elsevier Ltd. All rights reserved.
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