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
13.6.1.1.3.2 Method 2: From an Amidoxime and a Carboxylic Acid or a Carboxylic Acid Derivative

DOI: 10.1055/sos-SD-013-00175

Hemming, K.Science of Synthesis, (200413138.

Condensation of an amidoxime 25 with a carboxylic acid derivative gives an O-acyl amidoxime 29 that on heating, undergoes cyclization to form the 1,2,4-oxadiazole nucleus (Scheme 13). This is the classic synthesis first reported by Tiemann and Krüger.[‌7‌]

Meeeee 88 Meeeeeeee ee 8,8,8-Meeeeeeeeee eeee Meeeeeeeee[‌8‌,‌88‌,‌88‌]

Mee eeeeeeeeee 88 eeeeeeeee eee eeee eeeeeeee eee eeeeee eeeeeeee ee eee eeeeeeee ee eeeeeeee eeee eeeeeeeeeeeee,[‌88‌,‌88‌,‌88‌] ee ee eee eeeeeeeeeeee ee ee eeeee eeeeeeee ee eeeeeeee eeee eeeeeee (Meeeee 88).[‌8‌,‌88‌,‌88‌,‌88‌] Meeeeeeeeeeee, eee eeeeeeee ee eeeeeeee eeee eeeeeeeeeeeee eee eee eeeeeeeeee eeeeeeeee ee 8,8,8-eeeeeeeeeee eee eeee eeeeeeeeeeee ee eee eeeee eeeee (eee Meeeeee 88.8.8.8).

Meeeee 88 Meeeeeeee ee Meeeeeeeee[‌8‌,‌88‌,‌88‌,‌88‌,‌88‌,‌88‌,‌88‌]

Meee eeeeee eeeeeeeeee ee eeee eeeeeeee ee 8,8,8-eeeeeeeeeee eeeeeeeeeee eee ee eeee eeeeeeeeee ee eee eeeeeeeeeeee M-eeee eeeeeeeee 88, eeeee eeee eeeeeeee eeeeeeeeeeeee.[‌88‌,‌88‌] Mee ee eee eeeeee eeeeeeeeee eeee eeeeeeeeeee eee ee eeee ee eee eeeeee-eeeeee eeee eeee eeeeee eeee eee eeeeeeeee MMMM eeee,[‌8‌‌8‌] eee eee eee ee eee eeeeee eeeeeeeeee eeeee (eeeeeee eeeee eeeeeeeeee eeee eeeeeee-eeeeeeee eeeeeeee) ee eeee eeeeeeeeeee.[‌88‌,‌88‌,‌88‌] Meeeeeee, eeeee eeeeeee eeeeeee eee eeee eeeeeeeee eee eeeeeeee eeeee eeeeeeeee eee eee eeeeeeeee ee 8,8,8-eeeeeeeeeee. Mee eeeeeeeee ee eee 8,8,8-eeeeeeeeeee ee eeeee eee eeeee eeeeeeeeeeee[‌88‌‌88‌,‌88‌,‌88‌] eee eeeeee e eeeee eeee ee eee eeeeeeeeee ee eeeee eeeeeeeee eeeeee, eee eeee eee eeeeeeeee ee 8,8,8-eeeeeeeeeee eeee eeeeee[‌88‌,‌88‌,‌88‌] eee eeeeee ee ee eeeeee. Mee eee ee eeeeee ee eeeeeeeee ee eeeee ee eee eeeeeeeeee eee eeeeeeee ee eee eeeeeee, eee eee eeeeeeee eeeee eeeeeee eeeeeeeeeeeee.[‌88‌] Me eee eee eeee eeeeeee, eeeeeeeee, eee eeeeeeeee eeeeeeeeee eeeeeeee eeeeeeeee eee eeeeeeee eeee eee eeeeeeeee eee eee eeeeeeeeee eeeee eeeeeeeeee, eeee eeeeeee, eee eeee eeeeeeeeee. Mee eeee eeeeeeeee eeeeee eeeeeee eee eeeeeeeee eeeeeeeeeeee ee eee eeee ee eeee ee eee eeeeeeeeee eeee eeeeeeeee, eeeeeeee eeee ee eee eeeeeee e eeeeeee eeee eeeeee eeeeeeeeee. Meee eee eeee eeeeee eee eeee eeeeeeeee eeeeee eeee eeeeee ee ee eeeeeeeeeeee eeee eeeeeee eeeeeeeeeeeeeee,[‌88‌,‌88‌] eee eee eeeeeeeeeeee eeeeeeee ee eeeee-ee ee eee eeeeee eeeeeeeee eeeee eeeeeee eeeeeeee ee eeee ee eeeeee eee ee eeee eeeeeeeeeee. Meeeeee, eee eee eeeeeeeeee eeee eeee eeee eeeeee eeeeeeeeee, eee eeee eeeeee eeeee eeeeeeeeee. Mee eee ee eeeeeeeeee eeeee ee eee eee-eeeeee eeeeeeeee, eeeee eeeeeeeeee eeee eeeeeee-eeeeeeee eeeeeeee, eee eeeeee eeeeeeeeeeee eeeeee, eee eeeeee eeeeeee eeeeeeeeee eeee eeeee eeeeeee.[‌88‌,‌88‌,‌88‌] Meeee eeeeeeeeee eeeeeee eee eeeee eeeeeeeeeeee ee eeeeeeeeee eeeee; eee eeeeeeeee ee eeeeeeee ee eee eeeeeeeeeee eeee; eee ee eeeeeeeee eeeee ee eeeeeeeeee eeeeeeeeeeeeeee, eeeeeeeee eeeeee, eeeeeeeeee eeeeee.[‌88‌]

References


Cookie-Einstellungen