Citation: Jin Chaochao, Xu Kun, Fan Xiao, Liu Changyao, Tan Jiajing. Direct benzylic functionalization of pyridines: Palladiumcatalyzed mono-α-arylation of α-(2-pyridinyl)acetates with heteroaryl halides[J]. Chinese Chemical Letters, ;2020, 31(1): 91-94. doi: 10.1016/j.cclet.2019.06.028 shu

Direct benzylic functionalization of pyridines: Palladiumcatalyzed mono-α-arylation of α-(2-pyridinyl)acetates with heteroaryl halides

Jin Chaochao ^a ,
Xu Kun ^b ,
Fan Xiao ^a ,
Liu Changyao ^c ,
Tan Jiajing ^a,*,

a.
Department of Organic Chemistry, College of Chemistry, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
b.
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China
c.
School of Food and Chemical Engineering, Beijing Technology and Business University, Beijing 100048, China

tanjj@mail.buct.edu.cn

Received Date: 9 April 2019
Revised Date: 10 June 2019
Accepted Date: 14 June 2019
Available Online: 17 January 2019

Figures(8)

Herein, we report a Pd-catalyzed mono-α-arylation reaction for pyridine benzylic functionalization. This approach serves as an efficient alternative to synthesize di-heteroaryl acetates in good yields and selectivities. Moreover, the method is applicable to heteroaryl substrate combinations, and exhibits great functional group tolerance. A streamlined protocol also enables the rapid synthesis of diheteroaryl ketones. The synthetic value was also demonstrated by scale-up experiments
- α-Arylation,
- Palladium,
- Heterocycles,
- Pyridines,
- Cross-coupling
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