Ir-Catalyzed C–H Amidation and Borylation of Anthraquinones

A mild, regioselective, iridium-catalyzed C–H amidation and borylation of anthraquinones to the o-sulfonamide and m-borylated products has been developed. The anthraquinone carbonyl moieties direct the C–H amidation with high selectivity to afford the ortho-substituted products in modest to high yie...

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Published inJournal of organic chemistry Vol. 84; no. 8; pp. 4940 - 4947
Main Authors Camelio, Andrew M, Wright, Robert J, Knight, Nicole T, Jazdzewski, Brian A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.04.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
1,4,5,8-TETRAKIS(ARYLAMINO)ANTHRAQUINONES
DYES
AZIDES
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Summary:A mild, regioselective, iridium-catalyzed C–H amidation and borylation of anthraquinones to the o-sulfonamide and m-borylated products has been developed. The anthraquinone carbonyl moieties direct the C–H amidation with high selectivity to afford the ortho-substituted products in modest to high yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00106