Rhodium-catalyzed oxidative ortho -acylation of benzamides with aldehydes: Direct functionalization of the sp 2 C-H bond

Jihye Park; Eonjeong Park; Aejin Kim; Youngil Lee; Ki Whan Chi; Jong Hwan Kwak; Young Hoon Jung; In Su Kim

doi:10.1021/ol201729w

Rhodium-catalyzed oxidative ortho -acylation of benzamides with aldehydes: Direct functionalization of the sp ² C-H bond

Jihye Park, Eonjeong Park, Aejin Kim, Youngil Lee, Ki Whan Chi, Jong Hwan Kwak, Young Hoon Jung, In Su Kim

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152 Scopus citations

Abstract

A rhodium-catalyzed oxidative acylation of benzamides with aryl aldehydes via direct sp ² C-H bond cleavage is described. In the presence of [Cp*RhCl ₂] ₂, AgSbF ₆, and silver carbonate as an oxidant, N,N-diethyl benzamides can be effectively carbonylated to yield ortho-acyl benzamides.

Original language	English
Pages (from-to)	4390-4393
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	16
DOIs	https://doi.org/10.1021/ol201729w
State	Published - 19 Aug 2011
Externally published	Yes

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title = "Rhodium-catalyzed oxidative ortho -acylation of benzamides with aldehydes: Direct functionalization of the sp 2 C-H bond",

abstract = "A rhodium-catalyzed oxidative acylation of benzamides with aryl aldehydes via direct sp 2 C-H bond cleavage is described. In the presence of [Cp*RhCl 2] 2, AgSbF 6, and silver carbonate as an oxidant, N,N-diethyl benzamides can be effectively carbonylated to yield ortho-acyl benzamides.",

author = "Jihye Park and Eonjeong Park and Aejin Kim and Youngil Lee and Chi, \{Ki Whan\} and Kwak, \{Jong Hwan\} and Jung, \{Young Hoon\} and Kim, \{In Su\}",

year = "2011",

month = aug,

day = "19",

doi = "10.1021/ol201729w",

language = "English",

volume = "13",

pages = "4390--4393",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "16",

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TY - JOUR

T1 - Rhodium-catalyzed oxidative ortho -acylation of benzamides with aldehydes

T2 - Direct functionalization of the sp 2 C-H bond

AU - Park, Jihye

AU - Park, Eonjeong

AU - Kim, Aejin

AU - Lee, Youngil

AU - Chi, Ki Whan

AU - Kwak, Jong Hwan

AU - Jung, Young Hoon

AU - Kim, In Su

PY - 2011/8/19

Y1 - 2011/8/19

N2 - A rhodium-catalyzed oxidative acylation of benzamides with aryl aldehydes via direct sp 2 C-H bond cleavage is described. In the presence of [Cp*RhCl 2] 2, AgSbF 6, and silver carbonate as an oxidant, N,N-diethyl benzamides can be effectively carbonylated to yield ortho-acyl benzamides.

AB - A rhodium-catalyzed oxidative acylation of benzamides with aryl aldehydes via direct sp 2 C-H bond cleavage is described. In the presence of [Cp*RhCl 2] 2, AgSbF 6, and silver carbonate as an oxidant, N,N-diethyl benzamides can be effectively carbonylated to yield ortho-acyl benzamides.

UR - https://www.scopus.com/pages/publications/80051704102

U2 - 10.1021/ol201729w

DO - 10.1021/ol201729w

M3 - Article

C2 - 21793534

AN - SCOPUS:80051704102

SN - 1523-7060

VL - 13

SP - 4390

EP - 4393

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Rhodium-catalyzed oxidative ortho -acylation of benzamides with aldehydes: Direct functionalization of the sp ² C-H bond

Abstract

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