Synthesis of deep- cavity fluorous calix[4]arenes as molecular recognition scaffolds

• Maksim Osipov,
• Qianli Chu,
• Steven J. Geib,
• Dennis P. Curran and
• Stephen G. Weber

Beilstein J. Org. Chem. 2008, 4, No. 36, doi:10.3762/bjoc.4.36

• . Correspondingly, 3b was treated with silver trifluoroacetate [32] in the presence of iodine providing iodide 5 in 72% yield on a 1 mmol scale (Scheme 2). Results for the iodination were scale dependent; near quantitative yields could be obtained on 0.1 mmol scale preparations, while 1 mmol scale preparations

m-Iodosylbenzoic acid – a convenient recyclable reagent for highly efficient aromatic iodinations

• Andreas Kirschning,
• Mekhman S. Yusubov,
• Roza Y. Yusubova,
• Ki-Whan Chi and
• Joo Y. Park

Beilstein J. Org. Chem. 2007, 3, No. 19, doi:10.1186/1860-5397-3-19

• organometallic compounds, [4][5][6][7][8] and for the synthesis of polyvalent iodine organic compounds. [9][10] In addition, polyvalent organoiodine compounds have served as cooxidants in the iodination of arenes. [11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35

• ][36] Typical polyvalent iodine sources for these iodination reactions are reagents 1–4 (Figure 1). Iodosylbenzene 5 is not suitable for iodinations because of its low activity. [37] In this report we describe a practical improvement for these iodinations as far as purification of the products and

• oxidation of alcohols to aldehydes and ketones. [42] In the present work we demonstrate the utility of m-iodosylbenzoic acid 6 as a recyclable reagent for the iodination of arenes. In fact reagent 6 can be regarded as a tagged version of iodoso benzene 5 which, if used in access, can be conveniently removed