Synthesis of bis(pyrrol-2-yl)arenes by Pd-catalyzed cross coupling

Synthesis of bis(pyrrol-2-yl)arenes by Pd-catalyzed cross coupling
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DOI:
10.1016/j.tetlet.2006.08.098
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发表时间:
2006-10-23
影响因子:
1.8
通讯作者:
Yoshida, Takafumi
Yoshida, Takafumi
中科院分区:
化学4区
文献类型:
--
作者:
Setsune, Jun-ichiro;Toda, Masayuki;Yoshida, Takafumi

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2-以2-碘吡咯为起始原料,在Suzuki-Miyaura偶联反应条件下,以较高的产率合成了2-硼基吡咯,而2-碘吡咯与1,4-亚苯基二硼酸的偶联反应易发生氧化自偶联,生成4,4 '-二(吡咯-2-基)联苯。这些双(吡咯-2-基)芳烃显示出强的荧光。(c)2006爱思唯尔有限公司版权所有。
2-Borylpyrrole was prepared from 2-iodopyrrole almost quantitatively and then reacted with dihaloarenes under typical reaction conditions of Suzuki-Miyaura cross coupling to give bis(pyrrol-2-yl)arenes in good yields, while the cross coupling reaction of 2-iodopyrrole with 1,4-phenylenebisboronic acid was susceptible to oxidative self-coupling to produce 4,4'-bis(pyrrol-2-yl)biphenyl as a byproduct. These bis(pyrrol-2-yl)arenes showed strong fluorescence. (c) 2006 Elsevier Ltd. All rights reserved.