Organic Letters, volume 20, issue 3, pages 728-731

Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction

Shipilovskikh Sergei A ¹

Vaganov Vladimir Yu ¹

Denisova Elena I ¹

Rubtsov Aleksandr E ¹

Malkov A. V. ^{2, 3}

Hide authors affiliations Show authors affiliations: 3 affiliations

Department of Chemistry, Perm State University, Bukireva 15, Perm 614990, Russia |

Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, U.K. |

Department of Organic Chemistry, RUDN University, 6 Miklukho-Maklaya Street, Moscow 117198, Russia |

Publication type: Journal Article

Publication date: 2018-01-10

American Chemical Society (ACS)

Journal: Organic Letters

Quartile SCImago

Quartile WOS

Impact factor: 5.2

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.7b03862

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Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A highly expedient protocol for a catalytic Appel-type dehydration of amides to nitriles has been developed that employs oxalyl chloride and triethylamine along with triphenylphosphine oxide as a catalyst. The reactions are usually complete in less than 10 min with only a 1 mol % catalyst loading. The reaction scope includes aromatic, heteroaromatic, and aliphatic amides, including derivatives of α-hydroxy and α-amino acids.

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Hans Publishers	Hans Publishers, 2, 3.92% Hans Publishers 2 publications, 3.92%
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Pleiades Publishing	Pleiades Publishing, 1, 1.96% Pleiades Publishing 1 publication, 1.96%
Taylor & Francis	Taylor & Francis, 1, 1.96% Taylor & Francis 1 publication, 1.96%
American Association for the Advancement of Science (AAAS)	American Association for the Advancement of Science (AAAS), 1, 1.96% American Association for the Advancement of Science (AAAS) 1 publication, 1.96%
	2 4 6 8 10 12 14

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Shipilovskikh S. A. et al. Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction // Organic Letters. 2018. Vol. 20. No. 3. pp. 728-731.

GOST all authors (up to 50) Copy

Shipilovskikh S. A., Vaganov V. Yu., Denisova E. I., Rubtsov A. E., Malkov A. V. Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction // Organic Letters. 2018. Vol. 20. No. 3. pp. 728-731.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.7b03862

UR - https://doi.org/10.1021%2Facs.orglett.7b03862

TI - Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction

T2 - Organic Letters

AU - Vaganov, Vladimir Yu

AU - Denisova, Elena I

AU - Shipilovskikh, Sergei A

AU - Rubtsov, Aleksandr E

AU - Malkov, A. V.

PY - 2018

DA - 2018/01/10 00:00:00

PB - American Chemical Society (ACS)

SP - 728-731

IS - 3

VL - 20

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex Copy

@article{2018_Shipilovskikh,

author = {Vladimir Yu Vaganov and Elena I Denisova and Sergei A Shipilovskikh and Aleksandr E Rubtsov and A. V. Malkov},

title = {Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction},

journal = {Organic Letters},

year = {2018},

volume = {20},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://doi.org/10.1021%2Facs.orglett.7b03862},

number = {3},

pages = {728--731},

doi = {10.1021/acs.orglett.7b03862}

}

MLA

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MLA Copy

Shipilovskikh, Sergei A., et al. “Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction.” Organic Letters, vol. 20, no. 3, Jan. 2018, pp. 728-731. https://doi.org/10.1021%2Facs.orglett.7b03862.

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Publisher

American Chemical Society (ACS)

Journal

Organic Letters

Quartile SCImago

Quartile WOS

Impact factor

5.2

ISSN

15237060 (Print)
15237052 (Electronic)

Labs

Research Laboratory of Organic Synthesis

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