Published January 1, 2010 | Version v1
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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

  • 1. Univ Pannonia, Inst Chem, Dept Organ Chem, H-8201 Veszprem, Hungary
  • 2. ThalesNano Inc, H-1031 Budapest, Hungary

Description

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. (C) 2010 Elsevier Ltd. All rights reserved.

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