2014
DOI: 10.1016/j.tet.2014.01.004
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Tetrabutyl ammonium bromide-mediated benzylation of phenols in water under mild condition

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Cited by 23 publications
(16 citation statements)
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“…Fluorine-containing functional groups usually improve the bioactivity of drugs.Hence,directly introducing fluorinecontaining functional groups into natural bioactive compounds could accelerate the development of new drugs.O ur method was successfully applied to the late-stage functionalization of several well-known drugs,s uch as ketoprofen, zaltoprofen, oxybenzone,a nd chrysazin to yield the corresponding products (8a-d)i nm oderate to good yields,a nd with recovery of the unreacted starting materials (Scheme 1). Ad ifluoromethylated propafenone key precursor [19] 8e was also obtained in moderate yield. Subsequently,w ee xplored the transformation of these difluoromethylated bioactive compounds.F or example,t he benzyl group of the di-fluoromethylated product (8c)c ould be removed under ak nown reaction procedure in excellent yield (9a).…”
Section: Angewandte Chemiementioning
confidence: 97%
See 1 more Smart Citation
“…Fluorine-containing functional groups usually improve the bioactivity of drugs.Hence,directly introducing fluorinecontaining functional groups into natural bioactive compounds could accelerate the development of new drugs.O ur method was successfully applied to the late-stage functionalization of several well-known drugs,s uch as ketoprofen, zaltoprofen, oxybenzone,a nd chrysazin to yield the corresponding products (8a-d)i nm oderate to good yields,a nd with recovery of the unreacted starting materials (Scheme 1). Ad ifluoromethylated propafenone key precursor [19] 8e was also obtained in moderate yield. Subsequently,w ee xplored the transformation of these difluoromethylated bioactive compounds.F or example,t he benzyl group of the di-fluoromethylated product (8c)c ould be removed under ak nown reaction procedure in excellent yield (9a).…”
Section: Angewandte Chemiementioning
confidence: 97%
“…Our method was successfully applied to the late‐stage functionalization of several well‐known drugs, such as ketoprofen, zaltoprofen, oxybenzone, and chrysazin to yield the corresponding products ( 8 a – d ) in moderate to good yields, and with recovery of the unreacted starting materials (Scheme ). A difluoromethylated propafenone key precursor 8 e was also obtained in moderate yield. Subsequently, we explored the transformation of these difluoromethylated bioactive compounds.…”
Section: Figurementioning
confidence: 99%
“…Ad ifluoromethylated propafenone key precursor [19] 8e was also obtained in moderate yield. Ad ifluoromethylated propafenone key precursor [19] 8e was also obtained in moderate yield.…”
Section: Angewandte Chemiementioning
confidence: 97%
“…The ethers TS12-TS17 were synthesized in polar solvents with tetrabutylammonium bromide (TBAB, yields 37-61%). 37 In their IR spectra, C-O stretch from methoxyl/ ether group is related to bands at 1263-1223 cm -1 . Singlets at d 5.18, 5.07, 5.08 and 5.12 ppm are associated with the benzylic hydrogens as expected.…”
Section: Chemistrymentioning
confidence: 99%