Computing and Library Services - delivering an inspiring information environment

Decoupling Deprotonation from Metalation: Thia-Fries Rearrangement

Gill, Duncan M., Dyke, Alan, Harvey, Jeremy, Hester, Alison, Lloyd-Jones, Guy, Paz Munoz, Maria and Sheperson, Ian (2008) Decoupling Deprotonation from Metalation: Thia-Fries Rearrangement. Angewandte Chemie International Edition, 47 (27). pp. 5067-5070. ISSN 14337851

[img] PDF - Published Version
Restricted to Repository staff only

Download (365kB)


Label-enabled: Studies with 2H-, 18O-, and 34S-labeled aryl triflates show that lithium diisopropylamide-mediated thia-Fries rearrangement proceeds through an irreversible ortho deprotonation (see scheme; DIPA=diisopropylamine, LDA=lithium diisopropylamide). In contrast, ortho metalation results exclusively in the generation of a benzyne.

Item Type: Article
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
Depositing User: Duncan Gill
Date Deposited: 27 Sep 2012 11:27
Last Modified: 28 Aug 2021 20:30


Downloads per month over past year

Repository Staff Only: item control page

View Item View Item

University of Huddersfield, Queensgate, Huddersfield, HD1 3DH Copyright and Disclaimer All rights reserved ©