Palladium-Catalyzed α‑Arylation of Sultams with Aryl and Heteroaryl Iodides

Palladium(0)-catalyzed conditions for the α-arylation of sultams with aryl and heteroaryl iodides have been developed. Arylation of 3-substituted 1,3-propanesultams gave rise to high yields and high diastereomeric ratios, leading to the thermodynamically favored cis product. The arylation was broadl...

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Bibliographic Details
Published inOrganic letters Vol. 16; no. 13; pp. 3468 - 3471
Main Authors René, Olivier, Fauber, Benjamin P, Malhotra, Sushant, Yajima, Herbert
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 03.07.2014
Amer Chemical Soc
Subjects
Catalysis
Chemistry
Chemistry, Organic
Hydrocarbons, Iodinated - chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Palladium - chemistry
Physical Sciences
Science & Technology
Sulfonamides - chemical synthesis
Sulfonamides - chemistry
BORANE ADDUCTS
HALIDES
DESIGN
STRATEGY
ESTERS
SULFONAMIDES
INHIBITORS
MOLECULAR ADDITION-COMPOUNDS
AMIDES
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Summary:Palladium(0)-catalyzed conditions for the α-arylation of sultams with aryl and heteroaryl iodides have been developed. Arylation of 3-substituted 1,3-propanesultams gave rise to high yields and high diastereomeric ratios, leading to the thermodynamically favored cis product. The arylation was broadly applicable to various electron-rich and electron-poor (hetero)aromatic iodides.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol501389k