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

被引:108
作者
Pena-Cabrera, Eduardo [1 ]
Aguilar-Aguilar, Angelica [1 ]
Gonzalez-Dominguez, Martha [1 ]
Lager, Erik [1 ]
Zamudio-Vazquez, Rubi [1 ]
Godoy-Vargas, Jazmin [1 ]
Villanueva-Garcia, Fabian [1 ]
机构
[1] Univ Guanajuato, Dept Quim, Guanajuato 36050, Mexico
关键词
D O I
10.1021/ol7016615
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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(l)-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.
引用
收藏
页码:3985 / 3988
页数:4
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