Direct Hiyama cross-coupling of enaminones with triethoxy(aryl)silanes and dimethylphenylsilanol

Lei Bi; Gunda I. Georg

doi:10.1021/ol202202a

Direct Hiyama cross-coupling of enaminones with triethoxy(aryl)silanes and dimethylphenylsilanol

Lei Bi, Gunda I. Georg

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

64 Scopus citations

Abstract

2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 in the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF ₂ has a dual role in the reactions with triethoxy(aryl)silanes. It is a source of fluoride to activate the silane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) in the catalytic cycle.

Original language	English (US)
Pages (from-to)	5413-5415
Number of pages	3
Journal	Organic Letters
Volume	13
Issue number	20
DOIs	https://doi.org/10.1021/ol202202a
State	Published - Oct 21 2011

Publisher link

10.1021/ol202202a

Find It

Find It at U of M Libraries

Cite this

@article{a3dd7a3f8aab4a7cbb07361f0afb36cf,

title = "Direct Hiyama cross-coupling of enaminones with triethoxy(aryl)silanes and dimethylphenylsilanol",

abstract = "2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 in the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF 2 has a dual role in the reactions with triethoxy(aryl)silanes. It is a source of fluoride to activate the silane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) in the catalytic cycle.",

author = "Lei Bi and Georg, {Gunda I.}",

year = "2011",

month = oct,

day = "21",

doi = "10.1021/ol202202a",

language = "English (US)",

volume = "13",

pages = "5413--5415",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "20",

}

TY - JOUR

T1 - Direct Hiyama cross-coupling of enaminones with triethoxy(aryl)silanes and dimethylphenylsilanol

AU - Bi, Lei

AU - Georg, Gunda I.

PY - 2011/10/21

Y1 - 2011/10/21

N2 - 2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 in the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF 2 has a dual role in the reactions with triethoxy(aryl)silanes. It is a source of fluoride to activate the silane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) in the catalytic cycle.

AB - 2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 in the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF 2 has a dual role in the reactions with triethoxy(aryl)silanes. It is a source of fluoride to activate the silane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) in the catalytic cycle.

UR - http://www.scopus.com/inward/record.url?scp=80054688609&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=80054688609&partnerID=8YFLogxK

U2 - 10.1021/ol202202a

DO - 10.1021/ol202202a

M3 - Article

C2 - 21939201

AN - SCOPUS:80054688609

SN - 1523-7060

VL - 13

SP - 5413

EP - 5415

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Direct Hiyama cross-coupling of enaminones with triethoxy(aryl)silanes and dimethylphenylsilanol

Abstract

Publisher link

Find It

Other files and links

Fingerprint

Cite this