One‐Pot Synthesis of Dispiro[oxindole‐3,3′‐pyrrolidines] by Three‐Component [3+2] Cycloadditions of in situ‐Generated Azomethine Ylides with 3‐Benzylidene‐2,3‐dihydro‐1H‐indol‐2‐ones |
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| Authors: | Firouz Matloubi?Moghaddam Mostafa Kiamehr Mohammad Reza?Khodabakhshi Marjan Jebeli?Javan Shaghayegh Fathi Alexander Villinger Viktor O Iaroshenko Peter Langer |
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| Institution: | 1. Laboratory of Organic Synthesis & Natural Products, Department of Chemistry, Sharif University of Technology, P.?O. Box 11155‐9516, Tehran, Iran, (phone: +98‐21‐66165309;2. fax: +98‐21‐66012983);3. Institut für Chemie, Universit?t Rostock, Albert‐Einstein‐Str. 3a, DE‐18059 Rostock;4. Department of Chemistry, Faculty of Science, University of Qom, Qom, Iran;5. National Taras Shevchenko University, 62?Volodymyrska st., Kyiv‐33, 01033, Ukraine;6. Leibniz‐Institut für Katalyse an der Universit?t Rostock e.V., Albert Einstein Str. 29a, DE‐18059 Rostock |
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| Abstract: | An efficient one‐pot, three‐component synthesis of novel dispirooxindole‐3,3′‐pyrrolidines] by 1,3‐dipolar cycloaddition of azomethine ylides, in situ generated by reaction of 1,2‐diones with sarcosine and subsequent decarboxylation, with a series of (E)‐3‐benzylidene‐2,3‐dihydro‐1H‐indol‐2‐ones is reported. Molecular complexity is generated in only one synthetic step. All reactions proceed with excellent regioselectivity and in good‐to‐excellent yields. The workup is easy, the reaction times are short, and no catalyst is required. |
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| Keywords: | Azomethine ylides Multicomponent reaction Cycloadditions Spiro‐oxindole Dispiropyrrolidine |
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