Insertion of Carbon Monoxide into Allylic Carbon-Sulfur Bonds Catalyzed by Palladium and Ruthenium Complexes

Insertion of Carbon Monoxide into Allylic Carbon-Sulfur Bonds Catalyzed by Palladium and Ruthenium Complexes
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钯钌配合物催化一氧化碳插入烯丙基碳硫键

DOI:
10.1021/jo00122a045
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发表时间:
1995
影响因子:
3.6
通讯作者:
H. Alper
H. Alper
中科院分区:
化学2区
文献类型:
--
作者:
C. Crudden;H. Alper

文献摘要

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一氧化碳插入到碳-杂原子键中可以通过各种过渡金属催化剂来实现。在大多数情况下,反应,这大概是由金属插入到碳-杂原子键开始,是驱动或至少由环应变(方程1)的帮助。已经报道了氮杂环丙烷、13 B氮杂环丙烷、1c ′ d氮杂环丁烷、16氧杂环丁烷、12硫杂环丁烷、2和thiranes的羰基化扩环。3a 'b使用更严格的条件,未应变的杂环如吡咯烷可以被羰基化,4并且在该研究期间发现了新的重排(1至2)反应(等式2),其适用于具有连接至氮原子的CH 2COR基团的五至八元环杂环。44)n tfl
The insertion of carbon monoxide into carbon—het-eroatom bonds can be effected by a variety of transition metal catalysts. In most cases, the reaction, which presumably begins by insertion of the metal into the carbon—heteroatom bond, is driven or at least aided by ring strain (eq 1). Carbonylative ring expansions have been reported for aziridines, 13 b azirines, lc’d azetidines, 16 oxetanes,* 12 thietanes, 2 and thiranes. 3a'b Using more severe conditions, unstrained heterocycles such as pyrrolidines can be carbonylated, 4 and a novel rearrangement (1 to 2) reaction (eq 2) was discovered during this study which is applicable to five to eight-membered ring heterocycles having a CH2COR group attached to the nitrogen atom. 44) n tfl