72001-15-1

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 7423-12-3 butan-2-one methylhydrazone 
• 72001-14-0 2,3-dimethyl-2,5-diphenyl-2H-pyrrole 
• 126280-21-5 2,3-dimethyl-3,5-diphenyl-3H-pyrrole 
• 82193-50-8 2,2-Dimethyl-3,4-diphenyl-2H-pyrrole 
• 14491-02-2 2,2-dimethyl-3-phenyl-2H-azirine 

Relevant academic research and scientific papers

THE SYNTHESIS AND CHEMISTRY OF AZOLENINES. PART 21. REVERSIBLE INTERCONVERSIONS OF ISOMERIC 2H- AND 3H-PYRROLES DURING THERMAL REARRANGEMENT INTO 2,3-DIMETHYL-4,5-DIPHENYL-1H-PYRROLE

Thermal rearrangments of 2,3-dimethyl-2,5-diphenyl-2H-pyrrole 1 and 2,3-dimethyl-3,5-diphenyl-3H-pyrrole 3 at 270 deg C for 12 h yield the same product 2,3-dimethyl-4,5-diphenyl-1H-pyrrole 5.On heating either 1 or 3 for only 1 h, four isomeric 2H- and 3H-pyrroles are observed, demonstrating the facile interconversion of these compounds prior to non-reversible rearrangment into the 1H-pyrrole 5.No traces of other 1H-pyrrole isomers were detected.

Reaction of Ketone Alkylhydrazones with Phosphorus Trichloride: a General Mild Route to Substituted Pyrroles

A new convinient and mild procedure for the synthesis of symmetrically and unsymmetrically substituted pyrroles is described.This one-pot synthesis consists of two different stages.The first stage, addition of PCl3 to an alkylhydrazone, is always carried out at room temperature.The second stage, addition of an enolizable ketone to the previous reaction mixture, is performed at room temperature, or at 80 deg C under reduced pressure.The results provide clear evidence that diazaphsphole derivatives being formed in the first stage are intermediates in this pyrrole synthesis.

THERMOLYSE DE trans-CROTYL-2 2H-PYRROLES: COMPETITION ENTRE REARRANGEMENTS DE COPE ET D'AZA-2 CLAISEN

Summary: Competition between COPE and 2-aza CLAISEN rearrangements has been studied on 2H-pyrroles bearing a 2-trans-crotyl substituent.An attempt to rationalize literature results is presented.