Synthesis of fluorenyl alcohols via cooperative palladium/norbornene catalysis

被引：6
|
作者：
Casnati, Alessandra [1 ,2 ]
Fontana, Marco [1 ,2 ]
Motti, Elena [1 ,2 ]
Della Ca', Nicola [1 ,2 ]
机构：
[1] Univ Parma, Dept Chem Life Sci & Environm Sustainabil, Parco Area Sci 17-A, I-43124 Parma, Italy
[2] Univ Parma, CIRCC, Parco Area Sci 17-A, I-43124 Parma, Italy
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 25期
关键词：
SEQUENTIAL HOMOBIMETALLIC CATALYSIS; FACILE APPROACH; ARYL IODIDES; OXIDATION; SELECTIVITY; REACTIVITY; EPOXIDES; FUNCTIONALIZATION; 6H-DIBENZOPYRAN; PD/NORBORNENE;
D O I：
10.1039/c9ob01085h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we report a novel catalytic synthesis of substituted 9H-fluoren-9-ols starting from aryl iodides and secondary ortho-bromobenzyl alcohols in the presence of palladium/norbornene as a catalytic system. The present protocol exhibits high functional group tolerance, mild reaction conditions and moderate to good yields. This transformation is based on two sequential pathways: (i) Pd(ii)-mediated oxidation of the secondary alcohol to the corresponding ketone and (ii) Pd(0)/norbornene-catalyzed reaction of the in situ generated ortho-bromoacetophenone with the aryl iodide.
引用
收藏
页码：6165 / 6173
页数：9
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