Citation: Junqing Liang, Lefeng Dong, Feng Qian, Yijin Kong, Mingxia Wang, Xiaoyong Xu, Xusheng Shao, Zhong Li. A bench-stable reagent for C-4 selective deuteriodifluoromethylation of azines[J]. Chinese Chemical Letters, ;2022, 33(11): 4817-4821. doi: 10.1016/j.cclet.2022.01.085 shu

A bench-stable reagent for C-4 selective deuteriodifluoromethylation of azines

Junqing Liang ^a ,
Lefeng Dong ^a ,
Feng Qian ^b ,
Yijin Kong ^a ,
Mingxia Wang ^a ,
Xiaoyong Xu ^a ,
Xusheng Shao ^a ,
Zhong Li ^{a, *,}

a.
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
b.
Research Center of Analysis and Test, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China

lizhong@ecust.edu.cn

Received Date: 24 December 2021
Revised Date: 27 January 2022
Accepted Date: 27 January 2022
Available Online: 3 February 2022

Figures(6)

Deuteriodifluoromethyl (CF₂D) is a challenging and important functional group due to difficult deuterium incorporation and lack of effective precursor reagents. Herein, we report a bench-stable reagent, deuteriodifluoromethyl phosphine (DDFP) from cheap deuterium source for selectivity deuteriodifluoromethylation of azines with a high deuterium incorporation yield. The late-stage modification of complex molecules further confirmed the potential of this reagent for practical applications. We expect that our reagent to find applications in synthesis of isotope-labelled molecules of interests for drug-discovery and related ilucidation of mechanism of action.
- Reagent,
- Deuterium,
- Difluoromethylation,
- C-4 selective,
- Azines
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