Manganese(III)-mediated alkenyl Csp2–P bond formation from the reaction of β-nitrostyrenes with dialkyl phosphites

Jian-Fei Xue; Shao-Fang Zhou; Ye-Ye Liu; Xiangqiang Pan; Jian-Ping Zou; Olayinka Taiwo Asekun

doi:10.1039/C5OB00404G

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Manganese(iii)-mediated alkenyl C_sp2–P bond formation from the reaction of β-nitrostyrenes with dialkyl phosphites†

Jian-Fei Xue,^a Shao-Fang Zhou,^a Ye-Ye Liu,^a Xiangqiang Pan,*^a Jian-Ping Zou*^ab and Olayinka Taiwo Asekun^c

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* Corresponding authors

^a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Soochow University, 199 Renai Street, Suzhou, Jiangsu 215123, China
E-mail: jpzou@suda.edu.cn, panxq@suda.edu.cn

^b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032, China

^c Department of Chemistry, University of Lagos, Akoka, Yaba, Nigeria

Abstract

Mn(OAc)₃-mediated tandem phosphonyl radical addition to β-nitrostyrenes followed by denitration to form (E)-2-alkenyl phosphonates in good yield is described.

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Article information

DOI: https://doi.org/10.1039/C5OB00404G
Article type: Paper
Submitted: 28 Feb 2015
Accepted: 17 Mar 2015
First published: 17 Mar 2015

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Org. Biomol. Chem., 2015,13, 4896-4902

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Manganese(III)-mediated alkenyl C_sp2–P bond formation from the reaction of β-nitrostyrenes with dialkyl phosphites

J. Xue, S. Zhou, Y. Liu, X. Pan, J. Zou and O. T. Asekun, Org. Biomol. Chem., 2015, 13, 4896 DOI: 10.1039/C5OB00404G

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Organic & Biomolecular Chemistry