Multifaceted catalysis approach to nitrile activation: Direct synthesis of halogenated allyl amides from allylic alcohols

Roy P. Lester, Jay J. Dunsford, Jason E. Camp

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Allyl amides were synthesised from the reaction of allyl alcohols and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addition and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalysed by the same complex. Additionally, 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation.

LanguageEnglish
Pages7472-7476
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number43
Early online date26 Sep 2013
DOIs
Publication statusPublished - 21 Nov 2013
Externally publishedYes

Fingerprint

Nitriles
nitriles
Platinum
Catalysis
Amides
amides
catalysis
platinum
alcohols
Chemical activation
Nuclear magnetic resonance
activation
nuclear magnetic resonance
synthesis
allyl alcohol
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

Cite this

@article{82a42020fc8b494c8bf10df923913fa8,
title = "Multifaceted catalysis approach to nitrile activation: Direct synthesis of halogenated allyl amides from allylic alcohols",
abstract = "Allyl amides were synthesised from the reaction of allyl alcohols and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addition and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalysed by the same complex. Additionally, 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation.",
author = "Lester, {Roy P.} and Dunsford, {Jay J.} and Camp, {Jason E.}",
year = "2013",
month = "11",
day = "21",
doi = "10.1039/c3ob41692e",
language = "English",
volume = "11",
pages = "7472--7476",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "43",

}

Multifaceted catalysis approach to nitrile activation : Direct synthesis of halogenated allyl amides from allylic alcohols. / Lester, Roy P.; Dunsford, Jay J.; Camp, Jason E.

In: Organic and Biomolecular Chemistry, Vol. 11, No. 43, 21.11.2013, p. 7472-7476.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Multifaceted catalysis approach to nitrile activation

T2 - Organic and Biomolecular Chemistry

AU - Lester, Roy P.

AU - Dunsford, Jay J.

AU - Camp, Jason E.

PY - 2013/11/21

Y1 - 2013/11/21

N2 - Allyl amides were synthesised from the reaction of allyl alcohols and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addition and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalysed by the same complex. Additionally, 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation.

AB - Allyl amides were synthesised from the reaction of allyl alcohols and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addition and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalysed by the same complex. Additionally, 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation.

UR - http://www.scopus.com/inward/record.url?scp=84886930642&partnerID=8YFLogxK

UR - http://pubs.rsc.org/en/journals/journalissues/ob#!recentarticles&adv

U2 - 10.1039/c3ob41692e

DO - 10.1039/c3ob41692e

M3 - Article

VL - 11

SP - 7472

EP - 7476

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 43

ER -