Regio- and stereoselective co-iodination of olefins using NH4I and Oxone |
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Authors: | Chevella Durgaiah Mameda Naresh Macharla Arun Kumar Peraka Swamy Marri Mahender Reddy Kodumuri Srujana |
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Institution: | 1. I&2. PC Division, CSIR–Indian Institute of Chemical Technology (IICT), Hyderabad, Telangana, India;3. Academy of Scientific and Innovative Research, CSIR-IICT, Hyderabad, Telangana, India |
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Abstract: | A simple, efficient, and environmentally benign protocol for the synthesis of vicinal iodohydrins and iodoesters from olefins using NH4I and Oxone in CH3CN/H2O (1:1) and dimethylformamide (DMF) / dimethylacetamide (DMA), respectively, without employing a catalyst at room temperature is described. Regio- and stereoselective iodohydroxylation and iodoesterification of various olefins with anti fashion, following Markonikov’s rule, was achieved and the corresponding products were obtained in good to excellent yields. In addition, 1,2-disubstituted olefins afforded excellent diastereoselectivity. |
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Keywords: | Co-iodination diastereoselectivity NH4I olefins Oxone |
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