Journal
TETRAHEDRON
Volume 59, Issue 16, Pages 2821-2830Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(03)00340-5
Keywords
Diels-Alder reactions; Michael reactions; indoles; quinones; 2-quinolinones
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6-(3-Indolyl)quinolinequinone derivatives gave regioselective Diels-Alder reactions with a variety of dienophiles, yielding polycyclic carbazole derivatives. One-pot reactions, proceeding through a cascade of reactions including regioselective Michael and Diels-Alder steps, gave heptacyclic derivatives starting from indoles and 2,5,8(1H)-quinolinetriones. Double Diels-Alder reactions of 6-(3-indolyl)quinolinequinones and dihalobenzoquinones gave eleven-cycle products in one step. (C) 2003 Elsevier Science Ltd. All rights reserved.
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