Gross formylation

Brosy, N.

doi:10.1002/9783527809080.cataz07545

Cited by 1 publication

(1 citation statement)

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“…[43] Pyrroles are electron-rich azoles and reactive SOMOphiles that can react with haloalkyl radicals generated from halothane and Na 2 S 2 O 4 to give 5-(trifluoromethyl)dipyrromethane 11, which can be oligomerized to trifluoromethylated porphyrins 12 via oxidation by 2,3-dichloro-5,6-dicyano-p-benzoquinone (Figure 5). [44][45][46][47][48] As well as being technically interesting, the procedure for synthesizing 12 developed by Gross et al is an economically advantageous method for producing CF 3 -substituted porphyrins using pyrrole and halothane, which are less expensive than the compounds used in other synthesis group, is a porphyrin derivative that is expected to be a suitable drug for treating various diseases, so may be of clinical use.…”

Section: R E V I E W T H E C H E M I C a L R E C O R Dmentioning

confidence: 99%

Reactions Using Freons and Halothane as Halofluoroalkyl/Halofluoroalkenyl Building Blocks

Karuo

Tarui

Sato

et al. 2023

The Chemical Record

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In recent years, hydrofluorocarbon compounds such as chlorofluorocarbons, hydrochlorofluorocarbons, and 2‐bromo‐2‐chloro‐1,1,1‐trifluoroethane (halothane) have been used as fluorine‐containing building blocks to construct functional fluorine‐containing compounds, e. g., polymers, liquid crystals, and medicines. Hydrofluorocarbons promote the formation of reactive fluoroalkyl or fluoroalkenyl species via anionic or radical processes, and these species can act as nucleophiles or electrophiles depending on the reaction conditions. Progress in fluorine chemistry using hydrofluorocarbons in the last 30 years is described in this review and diverse reactions are discussed, including the fluoroalkyl/alkenyl products and proposed mechanisms involved.

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