ORTHO VINYLATION OF AROMATIC AMIDES VIA CYCLOPALLADATION COMPLEXES

ORTHO VINYLATION OF AROMATIC AMIDES VIA CYCLOPALLADATION COMPLEXES
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DOI:
10.1021/jo00335a019
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发表时间:
1981-01-01
影响因子:
3.6
通讯作者:
INOUE, N
INOUE, N
中科院分区:
化学2区
文献类型:
--
作者:
HORINO, H;INOUE, N

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乙酰苯胺以及间位和对位取代的乙酰苯胺与醋酸钯反应,得到了新的邻位钯化配合物2a-j,它们与一氧化碳、乙烯或甲基乙烯基酮反应,分别生成相应的N-酰基邻氨基苯甲酸酯4a-m、2-乙酰氨基苯乙烯9 k-p和4-芳基-3-丁烯-2-酮衍生物9a-j。2a与取代烯烃的反应容易地进行,得到2-[(乙酰氨基)苯基]烯烃8a-h。邻位取代的乙酰苯胺和N-甲基乙酰苯胺不与醋酸钯形成络合物。
The reaction of acetanilide and meta-and para-substituted acetanilides with palladium acetatehas given new ortho-palladated complexes 2a-j, which reacted with carbon monoxide, ethylene, or methyl vinyl ketone to produce the corresponding jV-acylanthranilic esters 4a-m, 2-acetaminostyrenes 9k-p, and 4-aryl-3-buten-2-one derivatives 9a-j, respectively. Reactions of 2a with substituted olefins proceeded readily to give the2-[(acetylamino) phenyl] olefins 8a-h. Ortho-substituted acetanilides and JV-methylacetanilide did not undergo complex formationwith palladium acetate.