Preparation of Building Blocks for Iterative Suzuki-Miyaura Reactions via Direct Bromination of Aryl Boronic Acids: One-Pot Total Syntheses of Dictyoterphenyls A and B

Autor:	Cheol Hong Cheon, Chun Young Lee
Rok vydání:	2017
Předmět:	chemistry.chemical_classification 010405 organic chemistry Chemistry Aryl Aryl halide Halogenation General Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Suzuki reaction Moiety Organic chemistry Boronic acid
Zdroj:	Advanced Synthesis & Catalysis. 359:3831-3836
ISSN:	1615-4150
DOI:	10.1002/adsc.201700733
Popis:	A highly efficient method for the preparation of 4-alkoxy-3-bromophenyl boronic acid N-methyliminodiacetic acid (MIDA) esters as building blocks in iterative Suzuki-Miyaura reactions from the 4-alkoxyphenylboronic acids is described using a boronic acid moiety as a blocking group in bromination reactions. With these MIDA boronates, the total syntheses of dictyoterphenyls A and B were developed in only two separate one-pot operations. Furthermore, we have developed a more practical protocol for the preparation of meta-terphenyl natural products by simply adding the second aryl halide and water to the reaction mixture via the controlled release technique.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d12cbfbc35e872520c927962ed8d84a1 https://doi.org/10.1002/adsc.201700733 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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