Photocatalytic decarboxylative alkylation of electron-rich heteroarenes with alkyl N-hydroxyphthalimide esters

[Display omitted] We report a direct CH alkylation of heteroarenes via photocatalytic decarboxylative couplings. A series of primary, secondary, tertiary alkyl carboxylic acids and drug-derived N-hydroxyphthalimide esters are selectively coupled with various electron-rich heteroarenes, including fur...

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Published inTetrahedron letters Vol. 103; pp. 153966 - 153970
Main Authors Hu, Han-Wei, Zhang, Cairong, Yang, Yu-Ming, Deng, Hai-Qiang, Tang, Zhen-Yu
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 03.08.2022
Elsevier
Subjects
Alkylation
benzofurans
Chemistry
Chemistry, Organic
Decarboxylation
furans
Heteroarene
NHPI ester
photocatalysis
Photocatalytic
Physical Sciences
Science & Technology
thiophenes
Photocatalytic
Heteroarene
NHPI ester
Decarboxylation
Alkylation
C-H ALKYLATION
MERGING PHOTOREDOX
PYRIDINE
SECONDARY
ALPHA
TERTIARY
CATALYZED DIRECT ALKYLATION
FUNCTIONALIZATION
HYDROHETEROARYLATION
METAL-FREE
Online AccessGet full text
ISSN0040-4039
1873-3581
DOI10.1016/j.tetlet.2022.153966

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Summary:[Display omitted] We report a direct CH alkylation of heteroarenes via photocatalytic decarboxylative couplings. A series of primary, secondary, tertiary alkyl carboxylic acids and drug-derived N-hydroxyphthalimide esters are selectively coupled with various electron-rich heteroarenes, including furans, benzofurans and thiophenes. With advantages of mild reaction conditions, broad scopes of substrates and easy handling, this transformation represents a valuable method in organic synthesis.
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ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2022.153966