Ruthenium-Catalyzed Regioselective 1,4-Hydroboration of Pyridines

被引：85

作者：

Kaithal, Akash ^{[1
]}

Chatterjee, Basujit ^{[1
]}

Gunanathan, Chidambaram ^{[1
]}

机构：

[1] NISER, Sch Chem Sci, Bhubaneswar 752050, Orissa, India

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 14期

关键词：

AROMATIC-COMPOUNDS; HYDROGENATION; REDUCTION; DIHYDROPYRIDINES; HYDROSILYLATION; HYDROBORATION; CHEMISTRY; NANOPARTICLES; DERIVATIVES; COMPLEXES;

D O I：

10.1021/acs.orglett.6b01564

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Simple ruthenium precursor [Ru(p-cymene)Cl-2](2) I catalyzed regioselective 1,4-dearomatization of pyridine derivatives using pinacolborane is reported. Two catalytic intermediates, [Ru(p-cymene)Cl2Py] 2 and [Ru(p-cymene)Cl-2(P-Cy)(3))] 3, involved in this process are identified, independently synthesized, characterized, and further used directly as effective catalysts; two more catalytic intermediates [Ru(p-cymene)Cl-2(Py)(P(Cy)(3))] 4 and [Ru(p-cymene) (H)Cl(Py)(P-CA)] 5 are identified in solution. Complex 5 is the active catalytic intermediate. An intramolecular selective 1,5-hydride transfer in 5 leading to the regioselective 1,4-hydroboration of pyridine compounds is proposed.

引用

页码：3402 / 3405

页数：4

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