Facile synthesis of 6-iodo-2,2′-dipivaloyloxy-1,1′-binaphthyl, a key intermediate of high reactivity for selective palladium-catalyzed monofunctionalization of the 1,1′-binaphthalene core |
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| Authors: | Csaba Fehér László Ürge József Bakos |
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| Institution: | a University of Pannonia, Institute of Chemistry, Department of Organic Chemistry, H-8201 Veszprém, PO Box 158, Hungary
b ThalesNano Inc., H-1031 Budapest, Záhony u. 7., Hungary |
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| Abstract: | A high-yielding procedure for selective monoiodination of 2,2′-dihydroxy-1,1′-binaphthyl (BINOL) is reported. 6-Iodo-2,2′-dipivaloyloxy-1,1′-binaphthyl, obtained in three steps starting from BINOL in 88% overall yield, proved to be a highly efficient substrate in various palladium-catalyzed coupling (Stille, Heck, Sonogashira, and Suzuki coupling) and carbonylation reactions compared to the analogous 6-bromo derivative. |
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| Keywords: | Iodination 1 1&prime -Binaphthyl derivatives Palladium Coupling reactions Carbonylation |
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