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

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

doi:10.1039/c3ob41692e

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 journal › Article › peer-review

5 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.

Original language	English
Pages (from-to)	7472-7476
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	11
Issue number	43
Early online date	26 Sept 2013
DOIs	https://doi.org/10.1039/c3ob41692e
Publication status	Published - 21 Nov 2013
Externally published	Yes

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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.",

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T2 - Direct synthesis of halogenated allyl amides from allylic alcohols

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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.

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DO - 10.1039/c3ob41692e

M3 - Article

AN - SCOPUS:84886930642

SN - 1477-0520

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 43

ER -

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

Abstract

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