JOURNAL ARTICLE

One-Pot Formal Dehydrogenative Ketone Synthesis from Aldehydes and Non-activated Hydrocarbons

Kenzo YahataShin YoshiokaShuhei HoriShu SakuraiYuki KanekoKai HasegawaShuji Akai

Year: 2020 Journal:   Chemical and Pharmaceutical Bulletin Vol: 68 (4)Pages: 336-338   Publisher: Pharmaceutical Society of Japan

Abstract

Ketones are a fundamental functionality found throughout a range of natural and synthetic compounds, making their synthesis essential throughout the chemical disciplines. Herein, we describe a one-pot synthesis of ketones via decatungstate-mediated formal dehydrogenative coupling between aldehydes and non-activated hydrocarbons. A variety of substituted benzaldehydes and cycloalkanes could be used in the optimized reaction to produce the desired ketones in moderate yields. The decatungstate photocatalyst functions in two reactions in this synthesis, catalyzing both the coupling and oxidation steps of the process. Notably, the reaction displays both high atom economy and sustainability, as it uses light and oxygen as key energy sources.

Keywords:
Chemistry Ketone Atom economy Formal synthesis Aldehyde Organic chemistry Chemical synthesis Photocatalysis Combinatorial chemistry Catalysis

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0.45
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Citation History

Topics

Catalytic C–H Functionalization Methods
Physical Sciences →  Chemistry →  Organic Chemistry
Radical Photochemical Reactions
Physical Sciences →  Chemistry →  Organic Chemistry
Sulfur-Based Synthesis Techniques
Physical Sciences →  Chemistry →  Organic Chemistry

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