Ruthenium Phosphine–Pyridone Catalyzed Cross-Coupling of Alcohols To form α‑Alkylated Ketones

An efficient and green route to access diverse functionalized ketones via dehydrogenative–dehydrative cross-coupling of primary and secondary alcohols is demonstrated. Selective and tunable formation of ketones or alcohols is catalyzed by a recently developed proton responsive ruthenium phosphine–py...

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Published inJournal of organic chemistry Vol. 82; no. 19; pp. 10727 - 10731
Main Authors Sahoo, Apurba R, Lalitha, Gummidi, Murugesh, V, Bruneau, Christian, Sharma, Gangavaram V. M, Suresh, Surisetti, Achard, Mathieu
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 06.10.2017
Amer Chemical Soc
Subjects
Chemical Sciences
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
SECONDARY ALCOHOLS
IRIDIUM
BETA-ALKYLATION
COMPLEXES
C-C
BOND FORMATION
2-METHYLENEAZIRIDINES
EFFICIENT
METAL-FREE
BORROWING-HYDROGEN
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Summary:An efficient and green route to access diverse functionalized ketones via dehydrogenative–dehydrative cross-coupling of primary and secondary alcohols is demonstrated. Selective and tunable formation of ketones or alcohols is catalyzed by a recently developed proton responsive ruthenium phosphine–pyridone complex. Light alcohols such as ethanol could be used as alkylating agents in this methodology. Moreover, selective tandem double alkylation of isopropanol is achieved by sequential addition of different alcohols.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b02042