Simple, General, and Efficient Synthesis of Meso-Substituted Borondipyrromethenes from a Single Platform

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• 作者：Eduardo Peñ ; a-Cabrera ; Angé ; lica Aguilar-Aguilar ; Martha Gonzá ; lez-Domí ; nguez ; Erik Lager ; Rubí ; Zamudio-Vá ; zquez ; Jazmí ; n Godoy-Vargas ; Fabiá ; n Villanue
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：September 27, 2007
• 年：2007
• 卷：9
• 期：20
• 页码：3985 - 3988
• 全文大小：71K
• 年卷期：v.9,no.20(September 27, 2007)
• ISSN：1523-7052

文摘

An unprecedented synthesis of 8-substituted-borondipyrromethenes is described starting from 8-thiomethylbodipy 1. Aryl, heteroaryl, alkenyl,and organometallic boronic acids smoothly reacted with 1 in the presence of a catalytic amount of Pd(0) and a stoichiometric amount ofCu(I)-2-thienylcarboxylate under neutral conditions to give the corresponding Bodipy analogues in good to quantitative yields (20 examples).A remarkable reactivity was observed in some cases, e.g., ferrocenylboronic acid gave the product in 98% isolated yield after only 10 min at55 C.