Anionic ortho-Fries Rearrangement, a Facile Route to Arenol-Based Mannich Bases

 
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2009 (EN)
Anionic ortho-Fries Rearrangement, a Facile Route to Arenol-Based Mannich Bases (EN)

Assimomytis, N. (EN)

Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας (EL)
Assimomytis, N. (EN)

Phenol and 1-naphthol-based carbamates undergo the anionic ortho-Fries rearrangement to their corresponding amides. Bulky substitution at position 8 of 1-naphthol-based carbamates makes the rearrangement an exclusive reaction, even at -90 degrees C, under a variety of conditions. The amides can be efficiently reduced to the corresponding Mannich bases. A novel route to 7-[(dialkylamino)methyl]-8-hydroxy-1-naphthaldehydes is presented. (EN)

rearrangements (EN)

Πανεπιστήμιο Ιωαννίνων (EL)
University of Ioannina (EN)

Synlett (EN)

English

2009

<Go to ISI>://000271904100009

Thieme Publishing (EN)



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