Access to Functionalized Indenes via Palladium‐Catalyzed Homolytic Cleavage of a Furan C−O Bond

Author:

Jiang Kai1,Zeng Guohui1,Xie Xinyue1,Luo Hui2,Fan Qi1,Yin Biaolin1ORCID

Affiliation:

1. Key Laboratory of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering South China University of Technology (SCUT) Guangzhou 510640 People's Republic of China

2. Guangzhou Addenda Chemical Corp. Ltd, Huangpu Guangzhou 510663 People's Republic of China

Abstract

AbstractA photoinduced palladium‐catalyzed ring‐opening hydroarylation of furans to form functionalized indenes was achieved via an intramolecular reductive coupling of aryl bromide with furan using silane as the reductant. Deuterium tracking and DFT analysis revealed a reasonable reaction pathway involving: 1) the homolytic cleavage of the furan C−O bond induced by the α‐allyl radical; 2) a 1,6‐H atom transfer from carbon to oxygen.

Funder

Natural Science Foundation of Guangdong Province

Publisher

Wiley

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