Publications in 2013


Dong, Zhe; Dong, Guangbin.* "Ortho vs Ipso: Site-Selective Pd and Norbornene-Catalyzed Arene C-H Amination Using Aryl Halides". J. Am. Chem. Soc. 2013135, 18350–18353. [doi]

Most read articles in Dec. 2013.
*Highlighted by Org. Process Res. Dev. 2014, 18, 362.
*Highlighted by Organic Chemistry Portal 2014 June16.


Huang, Zhongxing; Dong, Guangbin.* "Catalytic Direct β-Arylation of Simple Ketones with Aryl Iodides". J. Am. Chem. Soc. 2013135, 17747-17750. [doi]

Top 1 most read articles in Dec. 2013.
*Highlighted by Synform 2014-03.
*Highlighted by Chemical & Engineering News 2013, 91, 28.
*Highlighted by Organic Chemistry Portal 2014 Sep 08.

Metal Duo Makes β-Aryl Ketones

The carbons immediately adjacent to a carbonyl group are usually straightforward places to form new carbon-carbon bonds. Just use a strong base, or a carefully designed catalyst, and that α-carbon is good to go. The next carbon over, the β-carbon, is not so amenable to change, however. Traditionally, β-substituted carbonyls require multiple steps to prepare. Because that β-motif is common in insecticides and drug candidates, chemists are keen to simplify the process. They've developed a handful of β-functionalization reactions, but none is generally applicable yet. Now, graduate student Zhongxing Huang and assistant professor Guangbin Dong of the University of Texas, Austin, have added to the toolbox with a reaction that inserts aromatic rings at the β-position of simple ketones (J. Am. Chem. Soc. 2013, DOI: 10.1021/ja410389a). The palladium-catalyzed process uses readily available aryl iodides and bromides as the substrates. A silver salt regenerates the active catalyst. Dong cautions that the reaction is still in its infancy. He'd like to figure out the reaction mechanism and replace the silver reagent with something less expensive. UT Austin is pursuing a provisional patent on the chemistry.

Chemical & Engineering News
ISSN 0009-2347
Copyright © 2013 American Chemical Society


Invited Review:
Mo, Fanyang; Dong, Guangbin;* Zhang, Yan; Wang, Jianbo.* "Recent Applications of Arene Diazonium Salts in Organic Synthesis".Org. Biomol. Chem. 201311, 1582-2593. [doi]


Invited Review: 
Dermenci, Alpay; Dong, Guangbin.* "Decarbonylative C-C bond forming reactions mediated by transition metals". Sci. China, Chem2013, 685-701. [doi]

*Awarded the 2013 best paper award by Science China Chemistry.


Dermenci, Alpay; Whittaker, Rachel; Dong, Guangbin.* "Rh(I)-Catalyzed Decarbonylation of Diynones via C-C Activation: Orthogonal Synthesis of Conjugated-Diynes". Org. Lett201315, 2242. [doi]

*Highlighted by SYNFACTS issue 07/13.


Invited Highlights: 
Dong, Guangbin.* "Ketone-Based Transition-Metal-Catalyzed Carbon–Carbon and Carbon–Hydrogen Bond Activation: Exploratory Studies". Synlett201324, 1. [doi]