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. 2018 Jul 3;8(42):23919-23923.
doi: 10.1039/c8ra03696a. eCollection 2018 Jun 27.

Synthesis of trifluoromethyl-containing isoindolinones from tertiary enamides via a cascade radical addition and cyclization process

Hui Yu  1 , Mingdong Jiao  1 , Xiaowei Fang  1 , Pengfei Xuan  1
Affiliations

Synthesis of trifluoromethyl-containing isoindolinones from tertiary enamides via a cascade radical addition and cyclization process

Hui Yu et al. RSC Adv. .

Abstract

A radical trifluoromethylation reaction of tertiary enamides was investigated and trifluoromethyl-containing isoindolinones were prepared under mild conditions. Using TMSCF3 as a radical source, PhI(OAc)2 as an oxidant and KHF2 as an additive, tertiary enamides were converted to isoindolinones via a cascade addition and cyclization process in moderate to good yields.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Synthesis of trifluoromethyl-containing isoindolinones.
Scheme 2
Scheme 2. . Results of heterocyclic substrate 5a and 5b.
Scheme 3
Scheme 3. Possible mechanism.
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