Simple, general, and efficient synthesis of meso-substituted borondipyrromethenes from a single platform

Autor: Erik Lager, Angélica Aguilar-Aguilar, Martha I. González-Domínguez, Jazmin Godoy‐Vargas, Rubi Zamudio‐Vazquez, Fabian Villanueva-Garcia, Eduardo Peña-Cabrera
Rok vydání: 2007
Předmět:
Zdroj: Organic letters. 9(20)
ISSN: 1523-7060
Popis: 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 of Cu(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 at 55 degrees C.
Databáze: OpenAIRE