Facile Synthesis of Koser`s Reagent and Derivatives from Iodine or Aryl Iodides

The first one-pot synthesis of neutral and electron-rich [hydroxy(tosyloxy)iodo]arenes (HTIBs) from iodine and arenes is presented, thereby avoiding the need for expensive iodine(III) precursors. A large set of including a polyfluorinated analogue, can be obtained from the corresponding aryl iodide under the same conditions. The reaction proceeds under mild conditions, without excess reagents, and is fast and high-yielding. Together, the two presented routes give access to a wide range of HTIBs, which are useful reagents in a variety of synthetic transformations.

Swedish Research Council

Swedish Research Council

Wenner-Gren Foundations

Wenner-Gren Foundations

Swedish Foundation for International Cooperation in Research and Higher Education (STINT)

Swedish Foundation for International Cooperation in Research and Higher Education (STINT)

K & A Wallenberg Foundation

K & A Wallenberg Foundation

Brazilian Council of Scientific and Technological Development (CNPq)

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)