Syntheses of polyfunctionalized resveratrol derivatives using Wittig and Heck protocols was written by Chalal, Malik;Vervandier-Fasseur, Dominique;Meunier, Philippe;Cattey, Helene;Hierso, Jean-Cyrille. And the article was included in Tetrahedron in 2012.Name: 5-Bromo-2-(hydroxymethyl)phenol This article mentions the following:
Improved protocols for Wittig reaction and palladium-catalyzed Heck coupling give expedient access to a series of unprecedented polyfunctionalized artificial-resveratrol derivatives, e.g., I. In the modified Wittig protocol, trimethylsilyl was used as a highly valuable protective group of the phenolic functions of starting aromatic materials. A clean O-alkylation of hydroxylated stilbenes with ethylene carbonate was also conducted. Thus, Wittig reaction followed by hydroxyethylation take place one-pot with only carbon dioxide as waste. Addnl., a palladium-catalyzed Heck coupling strategy was developed by using ferrocenyl phosphane ligands, and multi-functionalized hydroxylated stilbenes were obtained without the need of any protection/deprotection sequence. Up to six functional groups are introduced by these procedures, which limit the number of reaction steps, the waste toxicity, and the use of costly reagents. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-(hydroxymethyl)phenol (cas: 170434-11-4Name: 5-Bromo-2-(hydroxymethyl)phenol).
5-Bromo-2-(hydroxymethyl)phenol (cas: 170434-11-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 5-Bromo-2-(hydroxymethyl)phenol
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary