FeCl3 promoted highly regioselective [3 + 2] cycloaddition of dimethyl 2-vinyl and aryl cyclopropane-1,1-dicarboxylates with aryl isothiocyanates

Huina Wang; Wei Yang; Hong Liu; Wei Wang; Hao Li

doi:10.1039/C2OB25682G

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FeCl₃ promoted highly regioselective [3 + 2] cycloaddition of dimethyl 2-vinyl and aryl cyclopropane-1,1-dicarboxylates with aryl isothiocyanates†

Huina Wang,^a Wei Yang,^a Hong Liu,^a Wei Wang*^ab and Hao Li*^ab

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* Corresponding authors

^a Shanghai Institute of Materia Medica, Shanghai, P. R. China
E-mail: weiwangsimm@gmail.com
Fax: (+86) 21-6425-3739

^b School of Pharmacy, East China University of Science and Technology, 130 Meilong Lu, Shanghai, P. R. China
E-mail: hli77@ecust.edu.cn
Fax: (+86) 21-6425-3299

Abstract

A FeCl₃ promoted [3 + 2] annulation of dimethyl 2-vinyl and arylcyclopropane-1,1-dicarboxylate with aryl isothiocyanates has been developed to give pyrrolidine-2-thiones in good yields with high regioselectivity.

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Article information

DOI: https://doi.org/10.1039/C2OB25682G
Article type: Communication
Submitted: 06 Apr 2012
Accepted: 21 May 2012
First published: 24 May 2012

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Org. Biomol. Chem., 2012,10, 5032-5035

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FeCl₃ promoted highly regioselective [3 + 2] cycloaddition of dimethyl 2-vinyl and aryl cyclopropane-1,1-dicarboxylates with aryl isothiocyanates

H. Wang, W. Yang, H. Liu, W. Wang and H. Li, Org. Biomol. Chem., 2012, 10, 5032 DOI: 10.1039/C2OB25682G

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Organic & Biomolecular Chemistry