634-92-4Relevant academic research and scientific papers
A mild and convenient synthesis of 1,2,3-triiodoarenes via consecutive iodination/diazotization/iodination strategy
Al-Zoubi, Raed M.,Futouh, Hassan Abul,McDonald, Robert
, p. 1570 - 1575 (2014/01/23)
A mild and convenient synthesis of 1,2,3-triiodoarenes has been developed. This method consists of two steps which can be performed on multigram scale with moderate to excellent yields. This report discloses a practical synthesis of 1,2,3-triiodoarenes and 1,2,3-trihaloarenes that is general in scope, operationally simple, scalable, and is easy to workup and to purify. We also report the first regioselective transmetalation reaction of 1,2,3-triiodoarenes to provide ortho-diiodoaryl derivatives, which are useful building blocks and indeed are hard to make by other means. CSIRO 2013.
A new, one-step, effective protocol for the iodination of aromatic and heterocyclic compounds via aprotic diazotization of amines
Krasnokutskaya, Elena A.,Semenischeva, Nadya I.,Filimonov, Victor D.,Knochel, Paul
, p. 81 - 84 (2008/01/03)
We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield. Georg Thieme Verlag Stuttgart.
Direct Polyiodination of Benzenesulfonic Acid
Mattern, Daniell Lewis,Chen, Xinhua
, p. 5903 - 5907 (2007/10/02)
Direct aromatic polyiodination of benzenesulfonic acid (using I2 and H5IO6 in H2SO4 at room temperature) was performed to test the possible intermediacy of C6H5SO3H in the corresponding direct polyiodination of benzene to C6H2I4.The major product from C6H5SO3H was 3,4,5-triiodobenzenesulfonic acid (4).In contrast, no 4 was formed in the C6H6 reaction, showing that no significant sulfonation of C6H6 to C6H5SO3H occurred during benzene iodination.Compound 4 itself was shown to be inert under the reaction conditions.A pathway is proposed from C6H5SO3H to the other reaction products (C6I6, C6I5H, two C6I4H2 isomers, and 3,4,5-triiodophenol), which therefore avoids the intermediacy of 4.
