L-Proline catalyzed reaction of N-confused porphyrin and active methylene compounds

Liu, B; Li, X; Zhang, J; Chmielewski, PJ

HERO ID

4923533

Reference Type

Journal Article

Year

2013

Language

English

PMID

23797270

HERO ID 4923533
In Press No
Year 2013
Title L-Proline catalyzed reaction of N-confused porphyrin and active methylene compounds
Authors Liu, B; Li, X; Zhang, J; Chmielewski, PJ
Journal Organic and Biomolecular Chemistry
Volume 11
Issue 29
Page Numbers 4831-4839
Abstract Active methylene compounds such as acetone, butanone, cyclopentanone, nitromethane, malononitrile, ethyl 2-cyanoacetate, diethyl malonate, and ethyl acetylacetate react with the C3 position of N-confused porphyrin in the presence of L-proline in refluxing THF-EtOH affording a variety of N-confused porphyrin derivatives in moderate yield. L-Proline catalyzes the reaction facilitating the formation of the carbanion derived from an active methylene compound simultaneously delivering protons to the N-confused porphyrin. Both processes are key factors of this reaction.
Doi 10.1039/c3ob40754c
Pmid 23797270
Wosid WOS:000322299100012
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English