Unified synthesis of multiply arylated alkanes by catalytic deoxygenative transformation of diarylketones

Miki B. Kurosawa, Kenta Kato, Kei Muto, Junichiro Yamaguchi*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A deoxygenative transformation of diarylketones leading to multiply arylated alkanes was developed. Diarylketones were reacted with diphenylphosphine oxide resulting in a phospha-Brook rearrangement, followed by palladium-catalyzed cross-couplings or a Friedel-Crafts type alkylation to afford the corresponding multiply arylated alkanes. A variety of diarylketones can be converted to multiply arylated alkanes such as diarylmethanes, tetraarylethanes, and triarylmethanes by reduction, dimerization, and arylation in one pot. Furthermore, a one-pot conversion from arylcarboxylic acids to diarylmethanes and tetraarylethanes, and a synthesis of tetraarylmethane and triphenylethane using sequential coupling reactions are also presented.

Original languageEnglish
Pages (from-to)10743-10751
Number of pages9
JournalChemical Science
Volume13
Issue number36
DOIs
Publication statusPublished - 2022 Aug 22

ASJC Scopus subject areas

  • Chemistry(all)

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