Expedient iron-catalyzed coupling of alkyl, benzyl and allyl halides with arylboronic esters

Autor:	Paul M. Cogswell, Peter Brenner, Damien Martin Murphy, Robin B. Bedford, Emily C. Neeve, Timothy Gallagher, Joshua Nunn, Emma Carter, Jeremy N. Harvey, Dominic R. Pye, Thomas W. Carvell
Rok vydání:	2014
Předmět:	chemistry.chemical_classification Primary (chemistry) Organic Chemistry Halide General Chemistry Catalysis Adduct Suzuki reaction chemistry Reagent Diphosphines Organic chemistry Alkyl
Zdroj:	Chemistry (Weinheim an der Bergstrasse, Germany). 20(26)
ISSN:	1521-3765
Popis:	While attractive, the iron-catalyzed coupling of arylboron reagents with alkyl halides typically requires expensive or synthetically challenging diphosphine ligands. Herein, we show that primary and secondary alkyl bromides and chlorides, as well as benzyl and allyl halides, can be coupled with arylboronic esters, activated with alkyllithium reagents, by using very simple iron-based catalysts. The catalysts used were either adducts of inexpensive and widely available diphosphines or, in a large number of cases, simply [Fe(acac)3] with no added co- ligands. In the former case, preliminary mechanistic studies highlight the likely involvement of iron(I)–phosphine intermediates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5767a58c4d12e3feacb38f9ebe030e6d https://pubmed.ncbi.nlm.nih.gov/24715587 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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