ORGANIC-SYNTHESIS WITH CARBON-MONOXIDE - THE SYNTHESIS OF CARBAMOYLSTANNANES AND AROMATIC CARBAMOYLATION
ORGANIC-SYNTHESIS WITH CARBON-MONOXIDE - THE SYNTHESIS OF CARBAMOYLSTANNANES AND AROMATIC CARBAMOYLATION
复制标题
DOI：
10.1039/p19880000569
复制
发表时间：
1988-03-01
期刊：
影响因子：
--
通讯作者：
WIDDOWSON, DA
中科院分区：
文献类型：
--
作者：
LINDSAY, CM;WIDDOWSON, DA
将仲胺的锂盐羰基化，并用酮、烷基卤化物和三烷基氯化锡淬灭所产生的氨基甲酰基锂物质（1）。后者以较好的产率得到三丁基、三苯基和三甲基氨甲酰基锡烷（2）。发现这些化合物与芳基、烯基和杂芳基卤化物（I，Br）进行钯催化的交叉偶联，分别得到酰胺（4）、（5）和（6），产率相当高，三甲基系列是选择的试剂。
The lithium salts of secondary amines were carbonylated and the carbamoyl-lithium species (1) produced quenched with ketones, alkyl halides and trialkyltin chlorides. The latter gave tributyl-, triphenyl- and trimethyl-carbamoylstannanes (2) in good yield. These were found to undergo palladium-catalysed cross coupling with aryl, alkenyl, and hetaryl halides (I, Br) to give the amides (4), (5), and (6) respectively, in fair to excellent yield, the trimethyl series being the reagents of choice.