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Chem Pharm Bull (Tokyo)

Title:		Catalytic hypervalent iodine oxidation of p-dialkoxybenzenes to p-quinones using 4-iodophenoxyacetic acid and Oxone
Author(s):		Yakura T; Yamauchi Y; Tian Y; Omoto M;
Address:		"Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Toyama, USA. yakura@pha.u-toyama.ac.jp"
Journal Title:		Chem Pharm Bull (Tokyo)
Year:		2008
Volume:		56
Issue:		11
Page Number:		1632 - 1634
DOI:		10.1248/cpb.56.1632
ISSN/ISBN:		0009-2363 (Print) 0009-2363 (Linking)
Abstract:		"A catalytic hypervalent iodine oxidation of p-dialkoxybenzenes using 4-iodophenoxyacetic acid (1) and 2KHSO5 x KHSO4 x K2SO4 (Oxone) was developed. Reaction of p-dialkoxybenzenes (2) with a catalytic amount of 1 in the presence of Oxone as a co-oxidant in 2,2,2-trifluoroethanol-water (1 : 2) gave the corresponding p-quinones (3) in excellent yields without purification. This procedure was applied to synthesis of blattellaquinone (9), the sex pheromone of the German cockroach, Blattella germanica"
Keywords:		Animals Anisoles/*chemistry Catalysis Cockroaches/chemistry Indicators and Reagents Iodine/*chemistry Iodobenzenes/*chemistry Oxidation-Reduction Quinones/chemical synthesis/*chemistry Sex Attractants/chemical synthesis Sulfuric Acids/*chemistry;
Notes:		"MedlineYakura, Takayuki Yamauchi, Yu Tian, Yuan Omoto, Masanori eng Japan 2008/11/05 Chem Pharm Bull (Tokyo). 2008 Nov; 56(11):1632-4. doi: 10.1248/cpb.56.1632"