Efficient Solvent‐Free Synthesis of Benzothiazine‐Fused Pyrrolo[3,4‐c]coumarins: Cycloaddition Reactions between Coumarin‐Based Dihydrobenzothiazoles and Isocyanides |
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| Authors: | Mehdi Khoobi Ali Ramazani Mohammad Mahdavi Alireza Foroumadi Saeed Emami Sang Woo Joo Katarzyna Ślepokura Tadeusz Lis Abbas Shafiee |
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| Institution: | 1. Drug Design & Development Research Center, Tehran University of Medical Sciences, Tehran, Iran;2. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran;3. Department of Chemistry, University of Zanjan, P.O. Box 45195‐313, Zanjan, Iran, (phone: +98‐241‐5152572;4. fax: +98‐241‐5152477);5. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran 14176, Iran;6. School of Mechanical Engineering, Yeungnam University, Gyeongsan 712?–?749, Republic of Korea;7. Faculty of Chemistry, University of Wroc?aw, 14 Joliot‐Curie St., PL‐50‐383 Wroc?aw |
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| Abstract: | A new and unusual synthesis of benzothiazine‐fused pyrrolo3,4‐c]coumarins, involving the ring‐opening of coumarin‐based dihydrobenzothiazoles and subsequent 4+1] cycloaddition reaction with isocyanides, was described. Thus, simple heating of various 3‐(2,3‐dihydro‐2‐methylbenzod]thiazol‐2‐yl)coumarins with isocyanides produced the title compounds in good yields under solvent‐free conditions. |
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| Keywords: | Benzothiazoles 2 3‐dihydro‐ Coumarins Isocyanides Cycloadditions |
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