Alkyl bromides have been utilized for the first time as radical sources for heteroaromatic substitution. A variety of procedures was revealed to be successful for bromine abstraction: Bu3SnH with AIBN, (Me3Si)3SiH with AIBN, PhSiH, Ph2SiH2, or Et3SiH associated with peroxides (H2O2, t-BuOOH, (t-BuO)2, (t-BuOOCO)2, (PhCOO)2). The importance of the polar effects is discussed.

(1993). Polar Effects in Free-Radical Reactions. Homolytic Heteroaromatic Substitutions by Alkyl Bromides [journal article - articolo]. In JOURNAL OF ORGANIC CHEMISTRY. Retrieved from https://hdl.handle.net/10446/231871

Polar Effects in Free-Radical Reactions. Homolytic Heteroaromatic Substitutions by Alkyl Bromides

Fontana, Francesca;
1993

Abstract

Alkyl bromides have been utilized for the first time as radical sources for heteroaromatic substitution. A variety of procedures was revealed to be successful for bromine abstraction: Bu3SnH with AIBN, (Me3Si)3SiH with AIBN, PhSiH, Ph2SiH2, or Et3SiH associated with peroxides (H2O2, t-BuOOH, (t-BuO)2, (t-BuOOCO)2, (PhCOO)2). The importance of the polar effects is discussed.
articolo
Minisci, Francesco; Fontana, Francesca; Pianese, Giuseppe; Yan, Yong Ming
(1993). Polar Effects in Free-Radical Reactions. Homolytic Heteroaromatic Substitutions by Alkyl Bromides [journal article - articolo]. In JOURNAL OF ORGANIC CHEMISTRY. Retrieved from https://hdl.handle.net/10446/231871
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