An inexpensive, selective procedure for oxidizing alpha-methyl to alpha-formyl pyrroles

Citation
P. Bobal et Da. Lightner, An inexpensive, selective procedure for oxidizing alpha-methyl to alpha-formyl pyrroles, J HETERO CH, 38(5), 2001, pp. 1219-1221
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
38
Issue
5
Year of publication
2001
Pages
1219 - 1221
Database
ISI
SICI code
0022-152X(200109/10)38:5<1219:AISPFO>2.0.ZU;2-V
Abstract
a-Methylpyrroles are converted to alpha -formyl by sodium bromate in aqueou s methanol in similar to 60% yield. Adding 1% ceric ammonium nitrate as a c o-oxidant brings the isolated yields of synthetically useful 2-formylpyrrol es 2a-d up to similar to 70%, or close to those found when using only the c onsiderably more expensive ceric ammonium nitrate as oxidant.