Synthesis of dimethyl 1-(trifluoromethyl)-3H-pyrrolizine-2,3- dicarboxylate using phosphorus compounds

8 Pages Posted: 3 Feb 2022

See all articles by Maryam Kalantari

Maryam Kalantari

Shahid Bahonar University of Kerman

Date Written: February 1, 2022

Abstract

A general and practical route for the synthesis of phosphorus compounds containing
trifluoromethyl or trichloromethyl groups by a one-pot condensation triphenylphosphine and
dialkyl acetylenedicarboxylate in the presence of an NH-acid such as 2,2,2-trifluoro-1-(1Hpyrrol-2-yl)ethanone or 2,2,2-trichloro-1-(1H-pyrrol-2-yl)ethanone is described. The product
obtained from the fluorinated compound undergoes an intramolecular Wittig reaction in boiling
THF. This method offers a simple procedure for the preparation of dimethyl 1-(trifluoromethyl)-
3H-pyrrolizine-2, 3-dicarboxylate.

Suggested Citation

Kalantari, Maryam, Synthesis of dimethyl 1-(trifluoromethyl)-3H-pyrrolizine-2,3- dicarboxylate using phosphorus compounds (February 1, 2022). Available at SSRN: https://ssrn.com/abstract=4023309 or http://dx.doi.org/10.2139/ssrn.4023309

Maryam Kalantari (Contact Author)

Shahid Bahonar University of Kerman ( email )

Kerman
Iran

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