A metal-free yne-addition/1,4-aryl migration/decarboxylation cascade reaction of alkynoates with Csp3–H centers

De-Long Kong; Liang Cheng; Hong-Ru Wu; Yang-Xiong Li; Dong Wang; Li Liu

doi:10.1039/C5OB02478A

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A metal-free yne-addition/1,4-aryl migration/decarboxylation cascade reaction of alkynoates with C_sp³–H centers†

De-Long Kong,^ab Liang Cheng,^a Hong-Ru Wu,^ab Yang-Xiong Li,^ab Dong Wang^a and Li Liu*^a

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* Corresponding authors

^a Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
E-mail: lliu@iccas.ac.cn

^b University of Chinese Academy of Sciences, Beijing 100049, China

Abstract

A metal-free cascade reaction of aryl alkynoates with five different types of radical precursors (R–H) through an yne-addition/1,4-aryl migration/decarboxylation process was reported, which allowed facile and convenient access to functionalized vinyl products with “R” and protons located at the identical carbon of the formed double bond.

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Article information

DOI: https://doi.org/10.1039/C5OB02478A
Article type: Paper
Submitted: 04 Dec 2015
Accepted: 23 Dec 2015
First published: 23 Dec 2015

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Org. Biomol. Chem., 2016,14, 2210-2217

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A metal-free yne-addition/1,4-aryl migration/decarboxylation cascade reaction of alkynoates with C_sp³–H centers

D. Kong, L. Cheng, H. Wu, Y. Li, D. Wang and L. Liu, Org. Biomol. Chem., 2016, 14, 2210 DOI: 10.1039/C5OB02478A

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Organic & Biomolecular Chemistry