Unexpected results from the re-investigation of the Beckmann rearrangement of ketoximes into amides by using TsCl

Unexpected results from the re-investigation of the Beckmann rearrangement of ketoximes into amides by using TsCl
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使用 TsCl 重新研究酮肟贝克曼重排成酰胺的意外结果

DOI:
10.1016/j.tet.2009.07.036
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发表时间:
2009-09-12
期刊:
影响因子:
2.1
通讯作者:
Deng, Wei-Ping
Deng, Wei-Ping
中科院分区:
化学3区
文献类型:
--
作者:
Pi, Hong-Jun;Dong, Jin-Dong;Deng, Wei-Ping

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对甲苯磺酰氯(对甲苯磺酰氯)是一种商品化的有机磺酰氯,在酮肟经Beckmann重排反应生成相应酰胺的反应中被广泛用作化学计量比脱氢试剂。目前已发现它可以高效地催化Beckmann重排反应,在温和的条件下将多种酮肟转化为相应的酰胺类化合物,产率高达99%(催化剂负载量为1-5mol%时)。(C)2009爱思唯尔有限公司。保留所有权利。
TsCl (p-toluenesulfonyl chloride), a commercially available organosulfonyl chloride, has been widely used as a stoichiometric dehydrogenation reagent in the transformation of ketoximes into corresponding amides via the Beckmann rearrangement. It has been now found to catalyze the Beckmann rearrangement with high catalytic efficiency, converting a wide range of ketoximes into their corresponding amides under mild condition with good to excellent yields (up to 99% of yield with 1-5 mol% of catalyst loading). (C) 2009 Elsevier Ltd. All rights reserved.