Facile Synthesis of Koser`s Reagent and Derivatives from Iodine or Aryl Iodides
Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
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Data(s) |
20/10/2012
20/10/2012
2010
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Resumo |
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) |
Identificador |
JOURNAL OF ORGANIC CHEMISTRY, v.75, n.21, p.7416-7419, 2010 0022-3263 http://producao.usp.br/handle/BDPI/31015 10.1021/jo101227j |
Idioma(s) |
eng |
Publicador |
AMER CHEMICAL SOC |
Relação |
Journal of Organic Chemistry |
Direitos |
restrictedAccess Copyright AMER CHEMICAL SOC |
Palavras-Chave | #ONE-POT SYNTHESIS #P-TOLUENESULFONIC ACID #DIARYLIODONIUM SALTS #ALPHA-TOSYLOXYLATION #ARYLBORONIC ACIDS #ORGANIC-SYNTHESIS #KETONES #TOSYLATES #CHEMISTRY #EFFICIENT #Chemistry, Organic |
Tipo |
article original article publishedVersion |