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Selective reactivity of electron-rich aryl iodides in the Heck arylation of disubstituted alkenes catalyzed by palladium-arylurea complexes

TitleSelective reactivity of electron-rich aryl iodides in the Heck arylation of disubstituted alkenes catalyzed by palladium-arylurea complexes
Publication TypeJournal Article
Year of Publication2013
AuthorsSmith, MR, Jang, YJin, Kim, JYun, Ciufolini, MA
JournalTETRAHEDRON
Volume69
Pagination10139-10151
Date PublishedNOV 25
ISSN0040-4020
Abstract

A catalyst consisting of 1 mol % of the 1:2 complex of Pd(OAc)(2) with N-(4-carbethoxyphenyl)urea promotes the Heck arylation of 2- or 3-substituted, conjugated esters, nitriles, aldehydes, and ketones (an uncharacteristically broad range of substrates), but only with electron-rich aryl iodides (an uncharacteristically narrow range of halides). (C) 2013 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2013.09.019