0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content. Variation 1: Decarboxylation–Substitution Reactions

DOI: 10.1055/sos-SD-015-00002

Spitzner, D.Science of Synthesis, (200515194.

Pyridine-2-carboxylic acid 1-oxides, e.g. 821, decarboxylate in a mixture of triethylamine and acetic anhydride in acetonitrile to give a carbene intermediate which reacts with acetonitrile to form a 2-(acetylamino)pyridine; the latter is hydrolyzed to give the corresponding pyridin-2-amine, e.g. 822 (besides some pyridin-2-ol 823) (Scheme 272).[‌1056‌]

Meeeee 888 MeeeeeeeeeeeeeeMeeeeeeeeeee Meeeeeee ee e Meeeeeee-8-eeeeeeeeee Meee 8-Meeee[‌8888‌]

Meeeeeeeeeee Meeeeeeee

8-Meeeeeeeeeeee-8-eeeeeeeeee Meee (888):[‌8888‌]

Me e eeeeeee ee Me8M (88e, 8.88eee), Me8M (88e, 8.8eee), eee MeMM (888e, 8.88eee) ee 88°M eee eeeeee eeeee eeeeeeee-8,8-eeeeeeeeeeee eeee 8-eeeee (888; 88.8e, 8.8eee). MM8 eee eeeeeee eee eeeeeee eee eeeeeeeee eee 8e. Mee eeee eeeeeee eee eeeeeeeeeeee ee 88°M/8.8eMe, eee eee eeeeeee eeeeeee eee eeee eeeee (eM 88) eeee 88% ee MMM. Mee eeeeeee eee eeeeee ee 88°M eee 8e, Me8M eee eeeeeeeee eee, eee eee eeeeeeeee eeeeeeee eee eeeeeeeee (eM 8.8) eeee eeeee MMe. Mee eeeeeeeeeee eee eeeeeeeee ee eeeeeeeeee, eeeeee eeee M8M, eee eeeee eeeee eeeeeee eeeeeeee (8.8eMe) ee 88°M; eeeee: 8.8e (88%).