New synthetic strategy for Friedlander condensation of 4-amino-2-oxo-2H-chromene-3-carbaldehyde by heterogeneous catalysis,Journal of Heterocyclic Chemistry

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New synthetic strategy for Friedlander condensation of 4-amino-2-oxo-2H-chromene-3-carbaldehyde by heterogeneous catalysis
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2021-05-25 , DOI: 10.1002/jhet.4308
Ghanshyam R. Jadhav ₁ , Vijay J. Medhane _{1,

2} , Dattatray G. Deshmukh ₁ , Sharad S. Gaikwad ₁

Affiliation

Chromenopyridines are an important class of compound because of their diverse biological activities. In the present work, we have developed convenient route for the synthesis of chromeno[4,3-b] pyridine derivatives (3a–e, 5a–e, and 7a–d) by Friedlander condensation of 4-amino-2-oxo-2H-chromene-3-carbaldehyde with various active methylene compounds. We have used mixed metal oxide catalyst such as nanomaterial Zinc titanate. The reaction was carried out for various solvent systems, also we have altered the concentration of the catalyst. The 2-propanol/water solvent system and 5 mol% catalyst concentration are best as far as yield and rate of reaction are concerned. The structures of the synthesized compounds were confirmed by ¹H NMR, ¹³C NMR, mass spectra, and elemental analysis.

中文翻译：

多相催化 4-amino-2-oxo-2H-chromene-3-carbaldehyde 的 Friedlander 缩合新合成策略

Chromenopyridines 是一类重要的化合物，因为它们具有多种生物活性。在目前的工作中，我们已经开发了便利的途径用于合成色烯并[4,3-的b ]吡啶衍生物（3a中- ë，5A - ë，和图7a - d由4-氨基-2-氧代的弗里德兰德缩合） 2小时-色烯-3-甲醛与各种活性亚甲基化合物。我们使用了混合金属氧化物催化剂，如纳米材料钛酸锌。反应是针对各种溶剂体系进行的，我们也改变了催化剂的浓度。就收率和反应速率而言，2-丙醇/水溶剂体系和5 mol%催化剂浓度是最佳的。合成化合物的结构经¹ H NMR、¹³ C NMR、质谱和元素分析确证。

更新日期：2021-05-25

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