Decarboxylative 1,4-Addition of α‑Oxocarboxylic Acids with Michael Acceptors Enabled by Photoredox Catalysis

Enabled by iridium photoredox catalysis, 2-oxo-2-(hetero)­arylacetic acids were decarboxylatively added to various Michael acceptors including α,β-unsaturated ester, ketone, amide, aldehyde, nitrile, and sulfone at room temperature. The reaction presents a new type of acyl Michael addition using sta...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 17; no. 19; pp. 4830 - 4833
Main Authors Wang, Guang-Zu, Shang, Rui, Cheng, Wan-Min, Fu, Yao
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.10.2015
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ARYL BROMIDES
HALIDES
MERGING PHOTOREDOX
NICKEL CATALYSIS
ARYLATION
KETO ACIDS
POTASSIUM POLYFLUOROBENZOATES
COUPLINGS
ALKYNYLATION
CARBOXYLIC-ACIDS
Online AccessGet full text

Cover

More Information
Summary:Enabled by iridium photoredox catalysis, 2-oxo-2-(hetero)­arylacetic acids were decarboxylatively added to various Michael acceptors including α,β-unsaturated ester, ketone, amide, aldehyde, nitrile, and sulfone at room temperature. The reaction presents a new type of acyl Michael addition using stable and easily accessible carboxylic acid to formally generate acyl anion through photoredox-catalyzed radical decarboxylation.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b02392