ORGANIC LETTERS NaIO4-Mediated Selective Oxidative Halogenation of Alkenes and Aromatics Using foundation Metal Halides 2003 Vol. 5, No. 23 4501-4504 Gajanan K. Dewkar, Srinivasarao V. Narina, and Arumugam Sudalai* chemic Engineering and act upon DeVelopment DiVision, National Chemical Laboratory, Pashan Road, Pune 411008, India sudalai@dalton.ncl.res.in authentic September 21, 2003 lift NaIO4 oxidizes alkali metal halides efficiently in aqueous strong point to halogenate alkenes and aromatics and produce the corresponding halo derivatives in excellent regio and stereoselectivity. The tuneful arrangement also demonstrates the asymmetric version of bromo hydroxylation using ?-cyclodextrin complexes, resulting in moderate ee. The 1,2-functionalization of olefins by the selective addition of two polar functional groups, such as water or alcohols and halogens (halohydroxylation or haloalkoxylation), in a highly regio- and enantioselective manner, mud important and gainsa y to organic chemists.1 Such halo derivatives are wide utilise in the discount of pharmaceuticals, dyes, flame-retardants, additives and plasticizers, agrochemicals, and speciality chemicals.2 Conventional halogenation methods3 typically implement elemental halogens, which are pollutants, and generate hazardous HX as byproducts.
Recently, the oxidative halogenation of olefins by metal halides has emerged as an important option for the synthesis of such * To whom correspondence should be addressed. Phone: +91-0205893300. Fax: + 91-20-5893359. (1) Tenaglia, A.; Pardigon, O.; Buono, G. J. Org. Chem. 1996, 61, 11291132. Haruyoshi, M.; Kiyoshi, T.; Masahiro, N.; Akira, H.; Yutaka, N.; Yasuta ka, I. J. Org. Chem. 1994, 59, 5550-5555. Ro! driguez, J.; Dulcere, j.-P. significance 1993, 1177-1205. Block, E.; Schwan, A. L. In ComprehensiVe Organic Synthesis; Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon Press: Oxford, 1991; Vol. 4, pp 344-347. (2) Ullmanns Encyclopedia Of Industrial Chemistry, 6th ed.;...If you want to get a full essay, order it on our website: OrderEssay.net
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