Synthesis of hydroindolenones and hydroquinolenones by hypervalent iodine oxidation of mono or bicyclic phenols

Authors
Karam, O Martin, A Jouannetaud, MP Jacquesy, JC
Citation
O. Karam et al., Synthesis of hydroindolenones and hydroquinolenones by hypervalent iodine oxidation of mono or bicyclic phenols, TETRAHEDR L, 40(22), 1999, pp. 4183-4186
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
22
Year of publication
1999
Pages
4183 - 4186
Database
ISI
SICI code
0040-4039(19990528)40:22<4183:SOHAHB>2.0.ZU;2-0
Abstract
Methoxy or fluoro hydroindolenones and hydroquinolenones can be obtained by oxidation of the corresponding 4-substituted open-chain phenols with C6H5- I-(OCOCF3)(2) with methanol or pyridinium polyhydrogen fluoride followed by an intramolecular conjugate addition. The corresponding cycle 2,5-hexadien ones can be obtained directly by a similar oxidation of the bicyclic phenol s. (C) 1999 Elsevier Science Ltd. All rights reserved.