56153-06-1Relevant articles and documents
Efficient protocol for the SO2F2-mediated deoxyfluorination of aliphatic alcohols
Epifanov, Maxim,Lai, Joey,Lee, Cayo,Sammis, Glenn M.,Wang, Cindy Xinyun
supporting information, (2021/09/28)
Alkyl fluorides are prevalent in both the pharmaceutical and agrochemical industries. As such, there has been significant interest over the past 40 years in the development of new synthetic methods to access these important fluorinated motifs. Herein we report the sulfuryl fluoride-mediated deoxyfluorination of alcohols using room temperature reaction conditions in only an hour. A wide range of primary aliphatic alcohols were efficiently converted to the corresponding fluoride in 46-70% isolated yields. Secondary alcohols were also effectively deoxyfluorinated in 50–92% yields. Chiral secondary alcohols were cleanly converted to the corresponding alkyl fluoride with only a minor deterioration of the enantioenrichment. A steroid derivative also underwent deoxyfluorination in 50% yield and 5.9:1 dr, with the major product resulting from net inversion of the stereocenter.
Hypervalent Iodine-Based Activation of Triphenylphosphine for the Functionalization of Alcohols
Eljo, Jasmin,Carle, Myriam S.,Murphy, Graham K.
supporting information, p. 2871 - 2875 (2017/10/06)
The use of hypervalent iodine reagents as a general tool for the activation of PPh 3 and its application to the functionalization of alcohols is reported. Combination of PPh 3 with PhICl 2 or TolIF 2 gives dihalophosphoranes that are characterized by 31 P NMR, however, with PhIOAc 2, PhI(OTFA) 2, or the cyclic chloro(benzoyloxy)iodane, no phosphoranes were observed. Reaction of these iodanes with PPh 3 in the presence of primary, secondary, or tertiary alcohols results in either halogenation or acyl-transfer products in moderate to high yield.
Antibacterial compound
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, (2008/06/13)
A compound of formula (I) wherein R1 and R2 represent a hydrogen atom or an aryl, a heterocyclic, an alkyl or an alkenyl, which are optionally substituted, R3 represents a hydrogen atom or a hydroxyl and X1 and