A Novel One‐Pot Synthesis of Substituted Quinolines |
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| Authors: | Maryam Sabbaghan Issa Yavari Zinatossadat Hossaini Sanaz Souri |
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| Affiliation: | 1. Faculty of Sciences, Chemistry Department, Shahid Rajaee Teacher Training University, P.O. Box 16785‐163, Tehran, Iran (phone: +98‐21‐22970003;2. fax: +98‐21‐22970033);3. Chemistry Department, Tarbiat Modares University, P.O. Box 14115‐175, Tehran, Iran;4. Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran |
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| Abstract: | A synthesis of quinoline derivatives is described via reaction between ethyl bromopyruvate (=ethyl 3‐bromo‐2‐oxopropanoate), acetylenedicarboxylate, and isatin (=1H‐indole‐2,3‐dione) in the presence of NaH as a base. Also, these reactions were performed without ethyl bromopyruvate. The reaction in the presence of ethyl bromopyruvate provides regioselectively a quinoline with the ethyl ester group in 4‐position. In the absence of ethyl bromopyruvate, the reaction leads to functionalized quinolines with the same ester groups in 2‐, 3‐, and 4‐positions. |
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| Keywords: | 1H‐Indole‐2,3‐dione Quinolines Isatin Propanoate, ethyl 3‐bromo‐2‐oxo‐ Acetylenedicarboxylates Pyruvate, ethyl bromo‐ |
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