Communication
ChemComm
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observed by electron microscopy (Fig. S3, ESI†). Furthermore, the
potency of these two molecules in terms of their capability to
dissolve the preformed Ab-40 fibril was also tested (Fig. 1d and e
and Fig. S4, ESI†). The dissolution of the pre-formed fibrils was
observed with the treatment with 6d (Fig. 1d).14 However, 6c
could not alter the fibrillated morphology (Fig. 1e).
In summary, we have developed an unprecedented method
for C(sp2)–H arylamination of hydroxyarenes to provide structurally
diverse 2-hydroxy-di(het)aryl amines with good to excellent yields.
The direct coupling of nitrosoarenes with hydroxyarenes was
achieved under metal free mild conditions without the aid of any
additional reagents/steps for N–O bond cleavage. Mechanistic
investigation suggested that the arylamination proceeds through
the iminoquinone intermediate. Moreover, biological evaluation
revealed the potential of 2-hydroxy-di(het)aryl amines as amyloid
beta aggregation inhibitors. Further studies to identify the most
potent compound are ongoing in our laboratory.
We acknowledge Science and Engineering Research Board
(SERB), New Delhi (EMR/2014/001176) for funding.
7 For review, see: (a) H. Yamamoto and N. Momiyama, Chem. Com-
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Conflicts of interest
There are no conflicts to declare.
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14084 | Chem. Commun., 2018, 54, 14081--14084
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