Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines

被引：17

作者：

Sharma, Rohit ^{[1
,2
]}

Patel, Neha ^{[3
,4
]}

Vishwakarma, Ram A. ^{[1
,2
]}

Bharatam, Prasad V. ^{[3
,4
]}

Bharate, Sandip B. ^{[1
,2
]}

机构：

[1] CSIR Indian Inst Integrat Med, Div Med Chem, Jammu 180001, India

[2] CSIR Indian Inst Integrat Med, Acad Sci & Innovat Res AcSIR, Jammu 180001, India

[3] Natl Inst Pharmaceut Educ & Res, Dept Pharmacoinformat, Sas Nagar 160062, Punjab, India

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

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 05期

关键词：

1,3-DICARBONYL COMPOUNDS; PYRIDINE; DERIVATIVES; QUINOLINES; ALKALOIDS; STRATEGY; DESIGN; AGENTS; BOND;

D O I：

10.1039/c5cc08498a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient metal-free access to 2- and 3-phenylpyridines via oxidative coupling of acetophenones or phenylacetones with 1,3-diaminopropane has been described. The reaction involves shorter reaction time, excellent yields and a broad substrate scope. The reaction proceeds via the formation of imine, which further undergoes oxidative C-N bond cleavage, C-C bond formation and oxidation to give a pyridine skeleton. The quantum chemical calculations identified the transition state for the reaction and helped in tracing the reaction mechanism.

引用

收藏

页码：1009 / 1012

页数：4

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