Intra-Intermolecular Palladium-Catalyzed Domino Reactions of Glycine Allylamides for the Synthesis of Diversely Functionalized Piperazinones

被引:22
|
作者
Broggini, Gianluigi [1 ]
Beccalli, Egle M. [2 ]
Borelli, Tea [1 ]
Brusa, Filippo [1 ]
Gazzola, Silvia [1 ]
Mazza, Alberto [2 ]
机构
[1] Univ Insubria, Dipartimento Sci & Alta Tecnol, I-22100 Como, Italy
[2] Univ Milan, DISMAB, Sez Chim Organ A Marchesini, I-20133 Milan, Italy
关键词
Homogeneous catalysis; Palladium; Domino reactions; Amination; Nitrogen heterocycles; B1 RECEPTOR ANTAGONISTS; INTRAMOLECULAR DIAMINATION; C-H; ALKENES; CYCLIZATION; POTENT; ACID; INHIBITORS; DISCOVERY; ESTERS;
D O I
10.1002/ejoc.201500386
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Easily accessible N-tosylglycine allylamides have been converted into diversely functionalized piperazinone derivatives by inter-intramolecular oxidative domino palladium-catalyzed reactions. Aminochlorination and aminoacetoxylation processes were achieved by employing CuCl2 and PhI(OAc)(2) as the oxidizing agents to give 5-chloromethyl- and 5-acetoxymethyl-substituted piperazinones, respectively.
引用
收藏
页码:4261 / 4268
页数:8
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