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. 2021 Dec 1;11(61):38667-38673.
doi: 10.1039/d1ra07014b. eCollection 2021 Nov 29.

Graphene oxide-catalyzed trifluoromethylation of alkynes with quinoxalinones and Langlois' reagent

Hong Li  1 , Xiangjun Peng  2 , Liang Nie  1 , Lin Zhou  1 , Ming Yang  1 , Fan Li  1 , Jian Hu  2 , Zhiyang Yao  2 , Liangxian Liu  1
Affiliations

Graphene oxide-catalyzed trifluoromethylation of alkynes with quinoxalinones and Langlois' reagent

Hong Li et al. RSC Adv. .

Abstract

The direct C-H trifluoromethylation of alkynes and quinoxalinones has been achieved using a graphene oxide/Langlois' reagent system. This multi-component tandem reaction using graphene oxide as the catalyst and Langlois' reagent as the robust CF3 radical source results in the formation of olefinic C-CF3 to access a series of 3-trifluoroalkylated quinoxalin-2(1H)-ones.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Representative biologically active quinoxalin-2(1H)-ones.
Scheme 1
Scheme 1. Various trifluoromethylation strategies of organic molecules.
Scheme 2
Scheme 2. Gram-scale preparation of 3a.
Scheme 3
Scheme 3. Mechanistic studies.
Scheme 4
Scheme 4. Proposed catalytic cycle for the trifluoromethylation of alkynes.
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