Issue 21, 2020

A practical ortho-acylation of aryl iodides enabled by moisture-insensitive activated esters via palladium/norbornene catalysis

Abstract

A novel ortho-arene C–H acylation of aryl iodides catalyzed by the palladium/norbornene cooperative system by employing triazine esters has been developed, leading to the synthesis of polysubstituted aryl ketones. This ortho-acylation even proceeds smoothly in water. Preliminary mechanistic experiments indicate that the strong electron-withdrawing ability and coordination chemistry of triazine play crucial roles in this transformation.

Graphical abstract: A practical ortho-acylation of aryl iodides enabled by moisture-insensitive activated esters via palladium/norbornene catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
14 Aug 2020
Accepted
20 Sep 2020
First published
21 Sep 2020

Org. Chem. Front., 2020,7, 3420-3426

A practical ortho-acylation of aryl iodides enabled by moisture-insensitive activated esters via palladium/norbornene catalysis

Y. Feng, Y. Wang, S. Zhao, D. Zhang, X. Li, H. Liu, Y. Dong and F. Sun, Org. Chem. Front., 2020, 7, 3420 DOI: 10.1039/D0QO00982B

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