Cu-Catalyzed Direct C-P Bond Formation through Dehydrogenative Cross-Coupling Reactions between Azoles and Dialkyl Phosphites

被引：27

作者：

Hore, Soumyadip ^{[1
]}

Srivastava, Abhijeet ^{[1
]}

Singh, Ravi P. ^{[1
]}

机构：

[1] Indian Inst Technol Delhi, Dept Chem, Hauz Khas, New Delhi 110016, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 11期

关键词：

ARYLBORONIC ACIDS; ROOM-TEMPERATURE; ARYL IODIDES; PALLADIUM; FUNCTIONALIZATION; PHOSPHORYLATION; DERIVATIVES; EFFICIENT; CARBON; PHOSPHONATION;

D O I：

10.1021/acs.joc.9b00670

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A direct dehydrogenative cross-coupling of azoles [C(sp(2))-H] with dialkyl phosphites [P(O)-H] to access 2-phosphonated azoles using Cu(I)/Cu(II) as catalyst and K2S2O8/di-tert-butylperoxide as oxidant has been achieved. A remarkable advantage over reported procedures includes that oxazoles, imidazoles, benz(ox/othi/imid)azoles, and indole are found to react under optimized reaction conditions to provide corresponding adducts in high yields. The mechanistic insight of cross-coupling was obtained by deuterium kinetic isotope effect studies.

引用

页码：6868 / 6878

页数：11

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