Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane

Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane
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DOI:
10.1021/ol060333m
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发表时间:
2006-05-11
期刊:
影响因子:
5.2
通讯作者:
Kita, Y
Kita, Y
中科院分区:
化学1区
文献类型:
--
作者:
Dohi, T;Morimoto, K;Kita, Y

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高价碘(III)试剂,苯基碘双(三氟乙酸盐)(PIFA),介导前所未有的,氧化偶联反应的吡咯,得到α-连接的联吡咯选择性在溴三甲基硅烷的存在下。这种简单的合成可以通过选择吡咯的N-取代基来提供2,3 '-联吡咯。本反应的机理考虑也进行了描述。
The hypervalent iodine(III) reagent, phenyliodine bis(trifluoroacetate) (PIFA), mediates the unprecedented, oxidative coupling reaction of pyrroles to give a-linked bipyrroles selectively in the presence of bromotrimethylsilane. This straightforward synthesis could provide 2,3'-bipyrrole by the choice of a N-substituent of pyrrole. Mechanistic consideration of the present reaction is also described.