Hypervalent iodine(III)-mediated oxidative acetoxylation of 2-methoxyphenols for regiocontrolled nitrogen benzannulation
Quideau, S, Pouysegu, L, Avellan, AV, Whelligan, DK and Looney, MA (2001) Hypervalent iodine(III)-mediated oxidative acetoxylation of 2-methoxyphenols for regiocontrolled nitrogen benzannulation Tetrahedron Lett, 42 (42). pp. 7393-7396.
Full text not available from this repository.Abstract
Nitrogen-tethered 2-methoxyphenols are conveniently dearomatized into synthetically useful orthoquinol acetates by treatment with phenyliodine(III) diacetate in methylene chloride at low temperature. Subsequent fluoride- or base-induce intramolecular nucleophilic addition reactions furnish indole and quinoline derivatives. The potential of this methodology for the synthesis or a functionalized lycorine-type alkaloid skeleton is introduced here. (C) 2001 Elsevier Science Ltd. All rights reserved.
Item Type: | Article | ||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Divisions : | Surrey research (other units) | ||||||||||||||||||
Authors : |
|
||||||||||||||||||
Date : | 15 October 2001 | ||||||||||||||||||
Uncontrolled Keywords : | hypervalent iodine, arene chemistry, oxidative activation, orthoquinol acetate, heterocyclization, IODINE OXIDATION, NUCLEOPHILIC-SUBSTITUTION, TRANSFORMATIONS, ALKALOIDS, REAGENTS, PHENOLS | ||||||||||||||||||
Depositing User : | Symplectic Elements | ||||||||||||||||||
Date Deposited : | 17 May 2017 12:07 | ||||||||||||||||||
Last Modified : | 24 Jan 2020 21:45 | ||||||||||||||||||
URI: | http://epubs.surrey.ac.uk/id/eprint/834111 |
Actions (login required)
![]() |
View Item |
Downloads
Downloads per month over past year