1°胺与 Ylidineketonitriles 的氢键辅助反应：化学选择性合成 2-吡啶酮和 2-氨基吡啶衍生物

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications Pub Date : 2024-08-17 DOI:10.1080/00397911.2024.2385567

Damodar Karuturi , Mahesh Kalbagh , Prashantha Kamath , Venunath Hapse , Alok Kumar Pandey , Mark Montgomery , Mukul Lal

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引用次数: 0

摘要

带有氯二氟甲基（A = Cl）的乙啶酮腈 2 与伯胺发生了强烈的溶剂依赖性反应，生成 1-N-烷基化-3,5-二取代-2-吡啶酮或 2-N-烷基...

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Hydrogen bond assisted reactivity of Ylidineketonitriles with 1° amines: A chemoselective synthesis of 2-pyridone and 2-aminopyridine derivatives

Ylidineketonitrile 2 with chlorodifluoromethyl (A = Cl) demonstrated a strong solvent dependence reaction with primary amines to form either 1-N-alkylated-3,5-disubstituted-2-pyridones or 2-N-alkylated-3, 5-trisubstituted pyridines. The methodology was tested for its scope with primary amines and synthesized 29 derivatives in good to excellent yield. Ylidineketonitrile 2e preferrentially forms pyridone derivatives in the majority of the solvents screened except trifluoroethanol, where chemoselective formation of 2-aminopyridine derivatives was observed.

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来源期刊

Synthetic Communications 化学-有机化学

CiteScore

4.40

自引率

4.80%

发文量

156

审稿时长

4.3 months

期刊介绍： Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.