Direct C−H Arylation of Electron-Deficient Heterocycles with Arylboronic Acids

Direct C−H Arylation of Electron-Deficient Heterocycles with Arylboronic Acids

A direct arylation of a variety of electron-deficient heterocycles with arylboronic acids has been developed. This new reaction proceeds readily at room temperature using inexpensive reagents: catalytic silver(I) nitrate in the presence of persulfate co-oxidant. The scope with respect to heterocycle...

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Veröffentlicht in:Journal of the American Chemical Society 2010-09, Vol.132 (38), p.13194-13196
Hauptverfasser: Seiple, Ian B, Su, Shun, Rodriguez, Rodrigo A, Gianatassio, Ryan, Fujiwara, Yuta, Sobel, Adam L, Baran, Phil S
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Boronic Acids - chemistry
Carbon - chemistry
Heterocyclic Compounds - chemistry
Hydrogen - chemistry
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container_end_page 13196
container_issue 38
container_start_page 13194
container_title Journal of the American Chemical Society
container_volume 132
creator Seiple, Ian B
Su, Shun
Rodriguez, Rodrigo A
Gianatassio, Ryan
Fujiwara, Yuta
Sobel, Adam L
Baran, Phil S
description A direct arylation of a variety of electron-deficient heterocycles with arylboronic acids has been developed. This new reaction proceeds readily at room temperature using inexpensive reagents: catalytic silver(I) nitrate in the presence of persulfate co-oxidant. The scope with respect to heterocycle and boronic acid coupling partner is broad, and sensitive functional groups are tolerated. This method allows for rapid access to a variety of arylated heterocycles that would be more difficult to access with traditional methods.
doi_str_mv 10.1021/ja1066459
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source MEDLINE; American Chemical Society Journals
subjects Boronic Acids - chemistry
Carbon - chemistry
Heterocyclic Compounds - chemistry
Hydrogen - chemistry
title Direct C−H Arylation of Electron-Deficient Heterocycles with Arylboronic Acids
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