I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
Efficient catalyst for the formation of 1,1-diacetates from aldehydes and acetic anhydride: J. Org. Chem., 62, 1563 (1997)./n
The stereochemistry of the iodolactonization of unsaturated acids to give -lactones can be controlled in some cases. Using I2_-_NaHCO3, the product is under kinetic control, but in acetonitrile, without base, the reaction is reversible and therefore under thermodynamic control. For tabulated results, see: Org. Synth. Coll, 7, 164 (1990):/n
Iodolactamisation of amides can similarly be achieved by prior silylation: J. Org. Chem., 53, 4006 (1988); Org. Synth. Coll., 9, 516 (1998):/n
Secondary, tertiary or benzylic alcohols can be converted directly to the corresponding iodides by simply refluxing with iodine in petroleum ether: Tetrahedron Lett., 36, 609 (1995)./n
Iodine is also a useful mild oxidant, e.g. of aldehydes to acids in alkaline medium: Tetrahedron Lett., 33, 4329 (1992); in DMSO, stilbenes and diaryl acetylenes give benzils: Synthesis, 131 (1991); with hydrogen peroxide, hydroquinones are oxidized to quinones: J. Org. Chem., 54, 718 (1989)./n
For use in the functionalization of remote positions (Barton reaction), see Lead(IV) acetate, A15551./n
For use in hydroboration and reduction reactions, see Sodium borohydride, 35788./n
Gefahrenhinweise (EU): H312-H332
Harmful in contact with skin. Harmful if inhaled.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/clothing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Specific treatment (see label). Dispose of contents/container in accordance with local/regional/national/international regulations.