Synthesis of Biquinolines via a Pd-Catalyzed Borylation Reaction

被引：5

作者：

Gupta, Shiv S. ^{[1
]}

Sharma, Krishna K. ^{[1
]}

Prajapati, Manoj ^{[1
]}

Rathod, Gajanan K. ^{[1
]}

Jain, Rahul ^{[1
]}

机构：

[1] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Sas Nagar 160062, Punjab, India

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 9卷 / 10期

关键词：

Biquinoline; bis(pinacolato)diboron; palladium; homocoupling; bi-N-heterocycle; CROSS-COUPLING REACTION; C-H FUNCTIONALIZATION; ARYL CHLORIDES; BIARYL SYNTHESIS; BIS(PINACOLATO)DIBORON; CONVENIENT; HALIDES;

D O I：

10.1002/ajoc.202000356

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of biquinolines starting from easily available haloquinolines via a Pd-catalyzed borylation reaction in the presence of inexpensive bis(pinacolato)diboron is described. The reaction involves Pd(dppf)Cl-2 . CH2Cl2-catalyzed cross-coupling of haloquinolines with bis(pinacolato)diboron to afford in situ generated heteroarylboronates. The intermediate heteroarylboronates immediately undergoes homocoupling to afford biquinolines in good to excellent yields in short reaction time. The scope of the reaction was demonstrated by its successful extension to structurally relatedN-heterocycles.

引用

页码：1581 / 1584

页数：4

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