7765-98-2Relevant academic research and scientific papers
Visible-Light-Triggered C-C and C-N Bond Formation by C-S Bond Cleavage of Benzylic Thioethers
Lanzi, Matteo,Merad, Jérémy,Boyarskaya, Dina V.,Maestri, Giovanni,Allain, Clémence,Masson, Géraldine
supporting information, p. 5247 - 5250 (2018/09/13)
The cleavage of sulfidic C-S bonds under visible-light irradiation was harnessed to generate carbocations under neutral conditions and synthesize valuable di- and triarylalkanes as well as benzyl amines. To this end, photoredox catalysis and direct photoinduced C-S bond cleavage are used as complementary approaches and participate in the versatility of the general strategy. Extensive mechanistic studies have demonstrated the diversity of the reaction mechanism at work in these different reactions.
Palladium catalyzed isomerization of alkenes: A pronounced influence of an o-phenol hydroxyl group
Fan, Jinmin,Wan, Changfeng,Wang, Qiang,Gao, Linfeng,Zheng, Xiaoqi,Wang, Zhiyong
supporting information; experimental part, p. 3168 - 3172 (2011/02/25)
A novel palladium catalyzed isomerization of alkenes has been found, where an ortho-phenol hydroxyl group has a pronounced influence on the isomerization.
Chemistry of photogenerated α-phenyl-substituted o-, m-, and p-quinone methides from phenol derivatives in aqueous solution
Diao, Li,Wan, Peter
, p. 105 - 118 (2008/09/18)
The enhanced photochemical reactivity of o-substituted phenols in its propensity to give o-quinone methide (o-QM) intermediates via excited state intramolecular proton transfer (ESIPT) was uncovered by Keith Yates as part of his now classic studies of photohydration of aromatic alkenes, alkynes, and related compounds. Photogeneration of QMs and the study of their chemistry along with potential biological applications are the focus of many groups. In this work, photochemical precursors to o-, m-, and p-QMs based on substituted phenols (hydroxybenzyl alcohols) and related compounds have been studied in aqueous solution as a function of pH and water content. The focus will be on QMs that are stabilized by an a-phenyl substituent, which enhances quantum yields for their formation, with the resulting QMs having longer lifetimes and easier to detect. Noteworthy is that all QM isomers can. be photogenerated with the o and m isomers being the most efficient, consistent with the Zimmerman "ortho-meta" effect. m-QMs have formal non-Kekule structures, and although they can be routinely photogenerated, are found to be most reactive. One m-QM was found, to undergo a photocondensation reaction at high pH giving rise to m-substituted oligomers. The mechanism, of QM formation in aqueous solution is believed to involve singlet excited phenols that undergo adiabatic deprotonation to give the corresponding photoexcited phenolate ion, which subsequently expels the hydroxide ion (photodehydroxylation). A pathway involving direct loss of water for the o-isomers is also possible in organic solvents.
HIV reverse transcriptase inhibitors
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Page/Page column 42, (2010/11/25)
Compounds having the structure: are HIV reverse transcriptase inhibitors, wherein A, X, Y, Z, R1 and R2 are defined herein. The compounds and their pharmaceutically acceptable salts are useful in the inhibition of HIV reverse transcriptase, the prophylaxis and treatment of infection by HIV and in the prophylaxis, delay in the onset, and treatment of AIDS. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.
Carbinol derivatives via rhodium-catalyzed addition of potassium trifluoro(organo)borates to aldehydes
Pucheault, Mathieu,Darses, Sylvain,Genet, Jean-Pierre
, p. 4714 - 4716 (2007/10/03)
Reaction of potassium aryltrifluoroborates with aldehydes, in the presence of a rhodium catalyst, afforded carbinol derivatives in high yields under mild aqueous conditions; this efficient reaction proved to be general, allowing the production of highly hindered diarylmethanols and aliphatic aldehydes were also reactive under these conditions. The Royal Society of Chemistry 2005.
Halogen-magnesium exchange of m- and p-iodo or bromo-arenes bearing ortho-directing groups through ate complexes
Xu, Jiayi,Jain, Nareshkumar,Sui, Zhihua
, p. 6399 - 6402 (2007/10/03)
m- or p-Iodinated, or brominated ω-phenoxyalcohols and phenols as well as halogenated indoles were subjected to halogen-magnesium exchange reactions with isopropyl magnesium bromide (iPrMgBr) or isopropyl magnesium di-n-butyl lithium ate comple
Functionalised organotitanium compounds: From lithium to titanium intermediates in chemoselective reactions with carbonyl compounds
Pastor, Isidro M,Yus, Miguel
, p. 2365 - 2370 (2007/10/03)
The reaction of functionalised organolithium compounds 1 with an equimolecular mixture of two carbonyl compounds in the presence of 2 equiv. of triisopropoxytitanium chloride can discriminate between aldehyde and ketone, the process being selective for al
Meta Functionalization of Anilines and Phenol
Fukui, Mineo,Ikeda, Toshiya,Oishi, Takeshi
, p. 466 - 475 (2007/10/02)
Base-promoted proton abstraction from ?-(N-tert-butyldimethylsilyl-N-methylaniline)chromium tricarbonyl (3) took place predominantly at the meta position and variously meta-substituted N-methylacetanilides 4 were obtained after reactions with electrophiles followed by oxidative decomplexation and N-acetylation.Application of the present method to variously N,N-disubstituted anilines 5 and phenols 7 was then examined and the corresponding meta substituted anilines 6 and phenol 9 were obtained.Keywords - metalation of aromatic ring; chromium tricarbonyl complex; tert-butyl dimethylsilyl protecting group; meta-substituted anilines; meta-substituted phenol; electrophilic substitution
META FUNCTIONALIZATION OF ANILINES AND PHENOL
Fukui, Mineo,Ikeda, Toshiya,Oishi, Takeshi
, p. 1605 - 1608 (2007/10/02)
Regioselective introduction of various functional groups on the meta-position of anilines and phenol was achieved by proton abstraction from chromium tricarbonyl complexes 3,5,7 with n-BuLi, followed by the addition of electrophiles and decomplexation.
