Functionalization of Cubanes and Homocubanes via Oxidative Displacement of Iodine Using Hypervalent Iodine |
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| Authors: | Robert M Moriarty Jaffar S Khosrowshahi |
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| Institution: | University of Illinois at Chicago, Department of Chemistry , P.O. Box 4348, Chicago, Illinois, 60680 |
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| Abstract: | The iodo group in 4-iodo-1-carbomethoxycubane (1) can be replaced by mesyloxy, tosyloxy and chloro by oxidative displacement with C6H5I(OH)OMs, C6H5I(OH)OTs and C6H5ICl2, respectively. Similarly, the iodo group in the homocubyl compound 4-iodo-1-bromopentacyclo4.3.0.02,5.03,8.04,7]nonane-9-one ethylene acetal (2) was analogously replaced by mesyloxy, tosyloxy and chloro. Possible pathways for these reactions are discussed. |
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