Photoinduced Cross-Coupling of Aryl Iodides with Alkenes

Yuliang Liu; Haoyu Li; Shunsuke Chiba

doi:10.1021/acs.orglett.0c03935

Photoinduced Cross-Coupling of Aryl Iodides with Alkenes

Yuliang Liu, Haoyu Li, Shunsuke Chiba^*

^*Corresponding author for this work

Nanyang Technological University

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

Original language	English
Pages (from-to)	427-432
Number of pages	6
Journal	Organic Letters
Volume	23
Issue number	2
DOIs	https://doi.org/10.1021/acs.orglett.0c03935
Publication status	Published - Jan 15 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2021 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.",

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AB - A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

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Photoinduced Cross-Coupling of Aryl Iodides with Alkenes

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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