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A catalytic and green procedure for Friedlander quinoline synthesis in aqueous media
Affiliation:1. Faculty of Chemistry, Bu-Ali Sina University, Hamadan 6517838683, Iran;2. Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, P.O. Box 19835-389, Evin, Tehran, Iran;1. Key Laboratory of Small Fuctional Organic Molecule, Ministry of Education and College of Life Science, Jiangxi Normal University, Nanchang, Jiangxi 330022, China;2. Key Laboratory of Green Chemistry, Nanchang, Jiangxi 330022, China;1. Organic and Medicinal Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT-University, Vellore 632 014, Tamil Nadu, India;2. Korea Basic Science Institute, Busan Center, Busan 618 230, South Korea;1. Department of Applied Chemistry, Kyushu Institute of Technology1-1 Sensuicho, Tobata, Kitakyushu 804-8550, Japan;2. Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt;3. Division of Systematic Forest and Forest Products Sciences, Department of Agro-Environmental Sciences, Graduate School of Bioresource and Bioenvironmental Sciences, Kyushu University, Fukuoka, Japan;4. Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt;1. School of Chemical Engineering, Guizhou Minzu University, Guiyang, 550025, China;2. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, 430079, China;1. Institute of Chemistry, University of the Punjab, Lahore, Pakistan;2. Department of Chemistry, Government College University, Lahore, Pakistan;3. Department of Applied Chemistry, Government College University, Faisalabad, Pakistan;4. Department of Chemistry, Faculty of Science, King Abdul aziz University, Jeddah, Saudi Arabia;5. Department of Chemistry Islamia, University of Bahawalpur, Bahawalpur, Pakistan;6. Center of Excellence for Advanced Materials Research, King Abdulaziz University, Jeddah 21589, P. O. Box 80203, Saudi Arabia
Abstract:A green route for the synthesis of multi-substituted quinolines using catalytic amounts of Lewis acids via Friedlander annulation is described. Zr(NO3)4 and Zr(HSO4)4 were found to be more efficient than other investigated Lewis acids in the catalyzed condensation of o-aminoaryl ketones or o-amino benzonitrile with ketones or β-diketones in water under reflux conditions.
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