Journal
TETRAHEDRON
Volume 69, Issue 35, Pages 7211-7219Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.06.101
Keywords
Indole; Arene-alkene coupling; Microwave; Enamine; N,O-Acetal TMS ether
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Funding
- National Research Foundation of Korea
- Korean Government (MEST) [NRF-C1ABA001-2011-0018561]
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A generally applicable and high-yielding protocol for the synthesis of 3-substituted indole derivatives is described. Key features include microwave-assisted intramolecular arene alkene coupling of o-iodoanilino enamines, and expedient synthesis of o-iodoanilino enamine substrates employing N,O-acetal TMS ethers, which could be conveniently derived from the corresponding amides. Our unique procedure seems quite efficient and provides an easy access to a variety of 3-substituted indoles as privileged structure for a wide range of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.
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