Nickel‐Mediated Inter‐ and Intramolecular Reductive Cross‐Coupling of Unactivated Alkyl Bromides and Aryl Iodides at Room Temperature |
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| Authors: | Chang‐Song Yan Prof. Dr. Yu Peng Xiao‐Bo Xu Prof. Dr. Ya‐Wen Wang |
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| Affiliation: | 1. State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000 (P.R. of China), Fax: (+ 86)?931‐8912582;2. Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000 (P.R. of China) |
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| Abstract: | A nickel‐mediated intermolecular reductive cross‐coupling reaction of unactivated alkyl bromides and aryl iodides at room temperature has been developed and successfully extended to less explored intramolecular versions and tandem cyclization‐intermolecular cross‐coupling. Highly stereoselective (or stereospecific) synthesis of linear‐fused perhydrofuro[2,3‐b]furan (pyran) and spiroketal skeletons allows rapid access to these useful building blocks, which would be potentially valuable in the synthesis of relevant natural products. A rational explanation for the formation of contiguous stereogenic centers is given. |
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| Keywords: | alkyl halides domino reaction cyclization nickel reduction cross‐coupling |
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