An efficient and rapid synthesis of functionalized quinoline derivatives

  • سال انتشار: 1397
  • محل انتشار: بیستمین کنگره شیمی ایران
  • کد COI اختصاصی: IRANCC20_273
  • زبان مقاله: انگلیسی
  • تعداد مشاهده: 477
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نویسندگان

Milad Masoumi

Department of Chemistry, Imam Khomeini International University, Qazvin, Iran.

Fahimeh Sadat Hosseini

Department of Chemistry, Imam Khomeini International University, Qazvin, Iran.

Mohammad Bayat

Department of Chemistry, Imam Khomeini International University, Qazvin, Iran.

چکیده

For more than a century, heterocycles have constituted one the largest areas of research in organic chemistry. Amongst the heterocycles, N-based heterocycles represent a highly important class of compounds which are widely used in materials science, agrochemistry, and medicinal chemistry [1]. Quinoline is one of the most popular N-heterocyclic compounds incorporated into the structures of many pharmaceuticals [2]. Enaminones and related compounds are versatile synthetic intermediates in organicchemistry. They are widely used for the synthesis of a variety of heterocycles especially N-heterocyclic compounds in the past several years [3]. herein we report an efficient synthesis of functionalized quinoline derivatives 5 through a multicomponent reaction of enaminone derived from the addition of various anilines 1 to dimedone 2 with aromatic aldehydes 3 and cyanoacetohydrazide 4, respectively in melt conditions and then in ethanol/water as a green medium (Fig 1). The significant features of this method are green methodology, easy work-up, readily available starting materials, high atom economy, compatibility with various functional groups and good product yields. All structures were confirmed by Mass, IR, 1H- and 13CNMR analyses.

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