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

Department of Chemistry

University of Nottingham

Research output: Contribution to journal › Article › peer-review

5 Citations (SciVal)

Abstract

Allyl amides were synthesized from the reaction of allyl alcs. and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addn. and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalyzed by the same complex. Addnl., 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation. [on SciFinder(R)]

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

Bibliographical note

M1 - Copyright (C) 2018 American Chemical Society (ACS). All Rights Reserved.

CAPLUS AN 2013:1641552(Journal; Online Computer File)

Keywords

halogenated nitrile allyl alc nucleophilic addn sigmatropic rearrangement mechanism
allyl amide halogenated prepn multifaceted platinum catalyst

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10.1039/c3ob41692e

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title = "Multifaceted catalysis approach to nitrile activation: direct synthesis of halogenated allyl amides from allylic alcohols.",

abstract = "Allyl amides were synthesized from the reaction of allyl alcs. and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addn. and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalyzed by the same complex. Addnl., 1H/13C\{1H\} NMR and GC studies provided the first insights into the mechanism of this transformation. [on SciFinder(R)]",

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year = "2013",

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day = "26",

doi = "10.1039/c3ob41692e",

language = "English",

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pages = "7472--7476",

journal = "Organic and Biomolecular Chemistry",

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TY - JOUR

T1 - Multifaceted catalysis approach to nitrile activation: direct synthesis of halogenated allyl amides from allylic alcohols.

AU - Lester, Roy P.

AU - Dunsford, Jay J.

AU - Camp, Jason E.

PY - 2013/9/26

Y1 - 2013/9/26

N2 - Allyl amides were synthesized from the reaction of allyl alcs. and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addn. and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalyzed by the same complex. Addnl., 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation. [on SciFinder(R)]

AB - Allyl amides were synthesized from the reaction of allyl alcs. and halogenated nitriles using a platinum multifaceted catalysis approach in which both the nucleophilic addn. and subsequent [3,3]-sigmatropic rearrangement steps of the process were catalyzed by the same complex. Addnl., 1H/13C{1H} NMR and GC studies provided the first insights into the mechanism of this transformation. [on SciFinder(R)]

KW - halogenated nitrile allyl alc nucleophilic addn sigmatropic rearrangement mechanism

KW - allyl amide halogenated prepn multifaceted platinum catalyst

U2 - 10.1039/c3ob41692e

DO - 10.1039/c3ob41692e

M3 - Article

SN - 1477-0520

VL - 11

SP - 7472

EP - 7476

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

Bibliographical note

Keywords

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