137346-00-0Relevant academic research and scientific papers
A novel oxidative azidation of aromatic compounds with hypervalent iodine reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA) and trimethylsilyl azide
Kita,Tohma,Inagaki,Hatanaka,Yakura
, p. 4321 - 4324 (1991)
A novel and useful method for the azidation of aromatic compounds by the reaction of hypervalent iodine reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA) in 1,1,1,3,3,3-hexafluoro-2-propanol followed by treatment of trimethylsilyl azide (TMSA) was developed. The possible mechanism is also discussed.
Similarities and differences in the structure-activity relationships of capsaicin and resiniferatoxin analogues
Walpole, Christopher S. J.,Bevan, Stuart,Bloomfield, Graham,Breckenridge, Robin,James, Iain F.,Ritchie, Timothy,Szallasi, Arpad,Winter, Janet,Wrigglesworth, Roger
, p. 2939 - 2952 (2007/10/03)
Structure-activity relationships in analogues of the irritant natural product capsaicin have previously been rationalized by subdivision of the molecule into three structural regions (A, B, and C). The hypothesis that resiniferatoxin (RTX), which is a hig
Hypervalent iodine-induced nucleophilic substitution of para-substituted phenol ethers. Generation of cation radicals as reactive intermediates
Kita, Yasuyuki,Tohma, Hirofumi,Hatanaka, Kenji,Takada, Takeshi,Fujita, Shigekazu,Mitoh, Shizue,Sakurai, Hiromu,Oka, Shigenori
, p. 3684 - 3691 (2007/10/02)
A novel hypervalent iodine induced nucleophilic substitution of para-substituted phenol ethers in the presence of a variety of nucleophiles is described. UV and ESR spectroscopic studies indicate that this reaction proceeds via cation radicals, [ArH?+], as reactive intermediates generated by single-electron transfer (SET) from a charge-transfer (CT) complex of phenol ethers with phenyliodine(III) bis(trifluoroacetate) (PIFA). This is the first case that involves a radical intermediate on hypervalent iodine oxidations of aromatic compounds.
