Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
25.6.6.1 Method 1: Formylation with Formic Acid

DOI: 10.1055/sos-SD-025-00443

Schall, A.; Reiser, O.Science of Synthesis, (200725606.

Although only few examples are known, direct formylation of phenols by formic acid can be successfully carried out, albeit in moderate yields. Boron trichloride or tribromide are the best activators. 2-Naphthol (1) can be transformed to 2-hydroxy-1-naphthaldehyde (3) in a respectable yield of 70% using boron tribromide (Scheme 2).[‌9‌] The reaction might proceed through similar intermediates 2 as those discussed in Section 25.6.6.2 for the Fries rearrangement of aryl formates.

Meeeee 8 Meeeeeeeeee ee 8-Meeeeee-8-eeeeeeeeeeeeee ee Meeeee Meeeeeeeeee eeee Meeeee Meee[‌8‌]

Meeeeeeeeeee Meeeeeeee

8-Meeeeee-8-eeeeeeeeeeeeee (8):[‌8‌]

Me e eeee ee MMe8 (8.8eM, 8.888eee) ee 8,8-eeeeeeeeeeeeee/MMMe8 (8:8, 88eM) eee eeeee, ee 88°M, 8-eeeeeeee (8; 8.88e, 8.88eee). Meeee eeeeeeee eee 88eee ee eeee eeeeeeeeeee, MMM8M (8.8eM, 8.888eee) eee eeeee eeeeeeee, eee eeeeeeee eee eeeeeeeee eee 8e ee 88 ee 88°M. Meeee eeeeeee eee eeeeeee ee 8°M, MMe8 (8.8eM, 8.888eee) eee eeeee, eee eee eeeeeeeeeee eee eeeeee ee 8888°M eeee eeeee eeeeeeeee ee MMe eeee eeeee. Meeee 8e, eee eeeeeee eee eeeeee ee ee eee eeeeee eeee M8M (88eM). Mee eeeeeee eeeee eee eeeeeeeee eeee 8,8-eeeeeeeeeeeeee (88eM). Mee eeeeeeee eeeeeee eeeeee eeee eeeeee eeeeeeeeeeee eeee M8M (888eM) eee 8.8% ee MeMMM8 (88eM), eeeee (Me8MM8), eee eeeeeeeeeeee. Meeeeeeeeeee ee eee eeeeeee eeee eee eeeeeee (8.8e), eeeee eee eeeeeeeeeeee eeee e eeeeee 8-eeeeeeee. Meeeeeeeeeeeeeeee (M8M/MeMM 8:8) eeee eee eeeeeee (8); eeeee: 8.88e (88%); ee 88°M.

References


Cookie-Einstellungen