Iridium-Catalyzed Direct Regioselective C4-Amidation of Indoles under Mild Conditions

An efficient Ir-catalyzed amidation of indoles with sulfonyl azides is disclosed, affording diverse C4-amidated indoles exclusively under mild conditions. In this protocol, a variety of indoles with commonly occurring functional groups such as formyl, acetyl, carboxyl, amide, and ester at the C3 pos...

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Bibliographic Details
Published inOrganic letters Vol. 19; no. 10; pp. 2502 - 2505
Main Authors Chen, Shuyou, Feng, Boya, Zheng, Xuesong, Yin, Jiangliang, Yang, Shiping, You, Jingsong
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.05.2017
Amer Chemical Soc
Subjects
azides
chemical reactions
Chemistry
Chemistry, Organic
indoles
moieties
Physical Sciences
regioselectivity
Science & Technology
HETEROCYCLES
FUNCTIONAL MOLECULES
NITROGEN-SOURCE
AMIDATION
N-PIVALOYLINDOLES
BOND ACTIVATION
SCAFFOLDS
ORGANIC AZIDES
C-H AMINATION
ALKENYLATION
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Summary:An efficient Ir-catalyzed amidation of indoles with sulfonyl azides is disclosed, affording diverse C4-amidated indoles exclusively under mild conditions. In this protocol, a variety of indoles with commonly occurring functional groups such as formyl, acetyl, carboxyl, amide, and ester at the C3 position are well tolerated.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.7b00730