2014
DOI: 10.3987/com-13-s(s)110
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Formation of Xanthone Oxime and Related Compounds Using a Combination of tert-Butyl Nitrite and Potassium Hexamethyldisilazide

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Cited by 8 publications
(4 citation statements)
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“…2) based on a method from the literature. 64 The solution of ACD-Oxm in DMSO exhibited three maxima at 262 nm, 300 nm, and 383 nm accompanied by very weak uorescence (Fig. 2A and B).…”
Section: Resultsmentioning
confidence: 94%
See 1 more Smart Citation
“…2) based on a method from the literature. 64 The solution of ACD-Oxm in DMSO exhibited three maxima at 262 nm, 300 nm, and 383 nm accompanied by very weak uorescence (Fig. 2A and B).…”
Section: Resultsmentioning
confidence: 94%
“…The reaction of intermediate 18 with t -BuONO and KHMDS generated the desired oxime as a Z / E isomer mixture in 75% yield. 64 With key intermediates 19 in hand, the oxime hydroxyl moiety was protected with an acetyl group, followed by removal of the TBS group under acidic conditions and activation of the resulting primary hydroxy group as a carbonate ester 22. The activated BAD-Oxm carbonate ester was then functionalized with triphenylphosphonium (BAD-Oxm-TPP 23 for mitochondrial targeting), morpholine (BAD-Oxm-MOR 24 for lysosomal targeting), and phenylsulfonamide (BAD-Oxm-Ts 25 for endoplasmic reticulum targeting) ( Fig.…”
Section: Resultsmentioning
confidence: 99%
“…Synthetic procedures and characterization data are deposited as Supporting Information . The authors have cited additional references within the Supporting Information [26–30] …”
Section: Supporting Informationmentioning
confidence: 99%
“…Substituted 9H-xanthenes 9b-h were prepared as reported [62]. Starting dihydroacridines 9j [63], 9k-n [64], 9o [65] and 9p [66] were obtained by Nsubstitution of 9,10-dihydroacridine (9q) following literature procedures. 9,10-Dihydroacridine (9q) was prepared by reduction of acridine as described [67].…”
Section: General Informationmentioning
confidence: 99%