Synthesis of 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles and features of their NMR spectra

被引：9

作者：

Shkoor, Mohanad ^{[1
]}

Su, Haw-Lih ^{[2
]}

Ahmed, Suzan ^{[1
]}

Hegazy, Sarah ^{[1
]}

机构：

[1] Qatar Univ, Dept Chem & Earth Sci, POB 2713, Doha, Qatar

[2] Qatar Univ, Cent Labs Unit, Doha, Qatar

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2020年 / 57卷 / 02期

关键词：

HETEROCYCLES; COUMARINS; DERIVATIVES; CHEMISTRY; NITRILE;

D O I：

10.1002/jhet.3826

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two different methods leading to 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles were investigated. Reactions of 3-aminocrotonirile with substituted salicylaldehydes provided 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles with the same substituent on positions 2 and 4 of the system. The reaction of 3-aminocrotonirile with variety of substituted 3-acetylcoumarins lead to 5-oxo-5H-chromeno[3,4-c]pyridine-1-carbonitriles with different substituents on positions 2 and 4. The structures of the products were confirmed by spectroscopic methods. The presence of nitrile moiety in the structures with fixed geometry caused the highly downfield shift of the aromatic proton at position 10 in H-1 NMR spectrum. The electronic factor of the substituents caused variation of this downfield shift.

引用

页码：813 / 819

页数：7

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