Reactions of cyclic anhydrides XI. A facile approach to pyrrolo-3, 1-benzoxazinones via anilic acids. |
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| Affiliation: | 1. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia;2. Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt;3. Department of Organic Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo 11884, Egypt;4. University of Florence, Neurofarba Department, Sezione di Scienze farmaceutiche, Via Ugo Schiff 6, 50019 Sesto Fiorentino (Florence), Italy;1. Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenhe District, Shenyang 110016, China;2. Department of Pharmacology, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenhe District, Shenyang 110016, China;3. Division of Hematology/Oncology, Department of Medicine, Beth Israel Deaconess Medical Center and Harvard Medical School, Boston, MA 02215, USA;1. Jiangsu Co-innovation Center for Prevention and Control of Important Animal Infectious Diseases and Zoonoses, Jiangsu Key Laboratory of Zoonosis, School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, People’s Republic of China;2. College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, People’s Republic of China;1. Instituto de Polímeros e Compósitos/I3N, Universidade do Minho, 4800-058 Guimarães, Portugal;2. Centro de Química, Universidade do Minho, 4710-057 Braga, Portugal;3. Departamento de Informática, Centro ALGORITMI, Universidade do Minho, 4710-057 Braga, Portugal;4. Instituto Nacional del Carbón, INCAR-CSIC, Apartado 73, 33080 Oviedo, Spain;1. School of Science & Humanities, Department of Chemistry, Karunya University, India;2. Laboratory of X-ray Crystallography, CSIR – Indian Institute of Chemical Technology, Hyderabad, India;1. Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China;2. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China |
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| Abstract: | :ortho-Carboxymaleanilic acids (I) undergo intramolecular double cyclisation to give pyrrolo-benzoxazinones (II) in excellent yields when treated with sodium acetate-acetic anhydride whereas the corresponding fumaranilic acids (III) under these conditions furnish 3, 1-benzoxazinones (IV.) |
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