Organopromoted Selectivity-Switchable Synthesis of Polyketones

被引：39

作者：

Liu, Jie ^{[1
]}

Hu, Kang-Fei ^{[1
]}

Qu, Jian-Ping ^{[2
]}

Kang, Yan-Biao ^{[1
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[2] Nanjing Tech Univ, Inst Adv Synth, Sch Chem & Mol Engn, Jiangsu Natl Synerget Innovat Ctr Adv Mat, Nanjing 211816, Jiangsu, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 20期

基金：

中国国家自然科学基金;

关键词：

C-H OXIDATION; TERT-BUTYL HYDROPEROXIDE; CATALYZED BENZYLIC OXIDATION; MOLECULAR-OXYGEN; N-HYDROXYPHTHALIMIDE; AEROBIC OXIDATION; ARYL BROMIDES; KETONES; COPPER; DERIVATIVES;

D O I：

10.1021/acs.orglett.7b02731

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this work, an organopromoted metal-free pharmaceutical-oriented selectivity-switchable benzylic oxidation was developed, affording mono-, di-, and trioxygenation products, respectively, using oxygen as the oxidant under mild conditions. This process facilitates dioxygenation of 2,6-benzylic positions of heterocycles, which could be inhibited by heterocycle chelation to the metal cocatalysts. Enantiopure chiral ketones could also be prepared. The noninvolvement of transition metals and toxins avoids metal or hazardous residues, consequently ensuring a final-stage gram-scale synthesis of Lenperone.

引用

页码：5593 / 5596

页数：4

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