Palladium-catalyzed direct acylation of ketoximes and aldoximes from the alcohol oxidation level through C-H bond activation

Satyasheel Sharma; Minyoung Kim; Jihye Park; Mirim Kim; Jong Hwan Kwak; Young Hoon Jung; Joa Sub Oh; Youngil Lee; In Su Kim

doi:10.1002/ejoc.201300649

Palladium-catalyzed direct acylation of ketoximes and aldoximes from the alcohol oxidation level through C-H bond activation

Satyasheel Sharma, Minyoung Kim, Jihye Park, Mirim Kim, Jong Hwan Kwak, Young Hoon Jung, Joa Sub Oh, Youngil Lee, In Su Kim

Department of Pharmacy

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

35 Scopus citations

Abstract

A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel-Crafts acylation. A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.

Original language	English
Pages (from-to)	6656-6665
Number of pages	10
Journal	European Journal of Organic Chemistry
Issue number	29
DOIs	https://doi.org/10.1002/ejoc.201300649
State	Published - 2013

Keywords

Acylation
Alcohols
C-H Activation
Oximes
Palladium

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10.1002/ejoc.201300649

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title = "Palladium-catalyzed direct acylation of ketoximes and aldoximes from the alcohol oxidation level through C-H bond activation",

abstract = "A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel-Crafts acylation. A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.",

keywords = "Acylation, Alcohols, C-H Activation, Oximes, Palladium",

author = "Satyasheel Sharma and Minyoung Kim and Jihye Park and Mirim Kim and Kwak, \{Jong Hwan\} and Jung, \{Young Hoon\} and Oh, \{Joa Sub\} and Youngil Lee and Kim, \{In Su\}",

year = "2013",

doi = "10.1002/ejoc.201300649",

language = "English",

pages = "6656--6665",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "29",

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TY - JOUR

T1 - Palladium-catalyzed direct acylation of ketoximes and aldoximes from the alcohol oxidation level through C-H bond activation

AU - Sharma, Satyasheel

AU - Kim, Minyoung

AU - Park, Jihye

AU - Kim, Mirim

AU - Kwak, Jong Hwan

AU - Jung, Young Hoon

AU - Oh, Joa Sub

AU - Lee, Youngil

AU - Kim, In Su

PY - 2013

Y1 - 2013

N2 - A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel-Crafts acylation. A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.

AB - A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel-Crafts acylation. A highly efficient palladium-catalyzed oxidative ortho-acylation of O-methyl ketoximes and O-methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.

KW - Acylation

KW - Alcohols

KW - C-H Activation

KW - Oximes

KW - Palladium

UR - https://www.scopus.com/pages/publications/84885643432

U2 - 10.1002/ejoc.201300649

DO - 10.1002/ejoc.201300649

M3 - Article

AN - SCOPUS:84885643432

SN - 1434-193X

SP - 6656

EP - 6665

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 29

ER -

Palladium-catalyzed direct acylation of ketoximes and aldoximes from the alcohol oxidation level through C-H bond activation

Abstract

Keywords

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