Atom‐Economical Synthesis of Unsymmetrical Ketones through Photocatalyzed CH Activation of Alkanes and Coupling with CO and Electrophilic Alkenes

Ilhyong Ryu, Akihiro Tani, Takahide Fukuyama, Davide Ravelli, Maurizio Fagnoni, Angelo Albini

Angewandte Chemie International Edition · 2011 · 182 citations · 31 references

Concepts

Abstract

A three-component coupling between alkanes, CO, and electron-deficient alkenes in the presence of a catalytic amount of (nBu4N)4W10O32 (TBADT) has resulted in the efficient formation of unsymmetrical ketones. This process is based on the carbonylation of alkyl radicals photocatalytically generated by CH activation of alkanes and the subsequent addition to alkenes (see scheme; EWG=electron-withdrawing group). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

31