Successful implementation of a palladium-mediated hydroxylation of N-substituted 4-chloro-1,8-naphthalimides has been achieved. The methodology detailed herein utilises 4-chloro-1,8-naphthalic anhydride as a starting point and implements the catalyst/ligand combination of Pd(OAc)2/t-BuXPhos; all of which are relatively inexpensive. A range of imide substituents tolerated the reaction conditions, including acid sensitive substrates which are not compatible with other existing methodology. As such this approach is not only complimentary to existing procedures, it presents a more direct alternative to accessing 4-hydroxy-1,8-naphthalimides.
History
Journal
Dyes and pigments
Volume
126
Pagination
118-120
Location
Amsterdam, The Netherlands
ISSN
0143-7208
eISSN
1873-3743
Language
eng
Publication classification
C Journal article, C1 Refereed article in a scholarly journal