One-step construction of carbazoles by way of the palladium-catalyzed double N-arylation reaction and its application to the total synthesis of murrastifoline-A
One-step construction of carbazoles by way of the palladium-catalyzed double N-arylation reaction and its application to the total synthesis of murrastifoline-A
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DOI：
10.1016/j.tet.2006.04.087
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发表时间：
2006-07-17
期刊：
影响因子：
2.1
通讯作者：
Chida, Noritaka
中科院分区：
文献类型：
--
作者：
Kitawaki, Takafumi;Hayashi, Yoko;Chida, Noritaka
本文报道了在钯催化下伯胺与2，2 ′-二溴联苯的双N-芳基化反应一步合成N-取代咔唑的方法。芳基和脂肪族胺，包括叔丁胺和保护的吡喃葡萄糖胺有效地转化为相应的N-取代的咔唑。首次全合成的murrastifoline-A，一个双咔唑生物碱，基于这种方法也被提出。(c)2006爱思唯尔有限公司版权所有。
The one-step construction of N-substituted carbazoles by way of the Pd-catalyzed double N-arylation reaction of primary amines with 2,2'-dibromobiphenyl is described. Aryl and aliphatic amines including tert-butylamine and a protected glucopyranosylamine were effectively transformed into the corresponding N-substituted carbazoles. The first total synthesis of murrastifoline-A, a biscarbazole alkaloid, based on this methodology is also presented. (c) 2006 Elsevier Ltd. All rights reserved.