One-pot three-component synthesis of aminonaphthoquinones derived from lawsone using L-proline as an organocatalyst
عنوان مقاله: One-pot three-component synthesis of aminonaphthoquinones derived from lawsone using L-proline as an organocatalyst
شناسه ملی مقاله: ISOC27_081
منتشر شده در بیست و هفتمین کنفرانس شیمی آلی ایران در سال 1398
شناسه ملی مقاله: ISOC27_081
منتشر شده در بیست و هفتمین کنفرانس شیمی آلی ایران در سال 1398
مشخصات نویسندگان مقاله:
Toktam Shiebani Daloee - Department of Chemistry, Karaj Branch, Islamic Azad University, Karaj, Iran
Farahnaz K. Behbahani - Department of Chemistry, Karaj Branch, Islamic Azad University, Karaj, Iran
خلاصه مقاله:
Toktam Shiebani Daloee - Department of Chemistry, Karaj Branch, Islamic Azad University, Karaj, Iran
Farahnaz K. Behbahani - Department of Chemistry, Karaj Branch, Islamic Azad University, Karaj, Iran
In regard to biological properties, the pharmacophoric quinone group receives great attention due to its extensive use and its presence in compounds with confirmed antitumour, molluscicidal, leishmanicidal, anti-inflammatory and antifungal activities,1-2 as well as its industrial applications and their potential as intermediates in the synthesis of heterocyclic compounds. Lawsone is a p-naphthoquinone containing an enol group, which is susceptible to a multicomponent Mannich reaction.In this study, environmentally friendly one-pot protocol was developed for the first synthesis of aminonaphthoquinones derived from 2-hydroxy-1,4-naphthoquinone (lawsone) via a multicomponent Mannich reaction in aqueous media using a catalytic amount of L-proline in refluxing ethanol (Fig.1)The main advantages of the present synthetic protocol are eco-friendly catalyst, easy reaction work-up procedure and precedent some new derivative compounds. The system chosen for the multicomponent Mannich reaction is nontoxic and extremely inexpensive, which aligns with the concept of green chemistry.
کلمات کلیدی: Lawsone, L-proline, Naphthoquinone
صفحه اختصاصی مقاله و دریافت فایل کامل: https://civilica.com/doc/1163889/