Pyrrole Formation Paal-Knorr pyrrole synthesis Hemiaminal intermediate

Sn2

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

This shows the mechanism for pyrrole synthesis based on recent DFT study. Instead of the formation and cyclisation of a enamine intermediate, a hemiaminal intermediate in formed, followed by the consecutive dehydrations of the two hydroxyl groups. The dehydration steps may look familiar: it is just the formation of an enamine

A more traditional approach to the mechanism, which appears in some text books and taught courses, can be found here.

 

B. Mothana and R. J. Boyd, J. Mol. Struct. THEOCHEM, 2007, 811, 97–107.

 

 

How useful was this page?

Click on a star to rate it!

Average rating / 5. Vote count:

As you found this page useful...

Follow us on social media!

We are sorry that this page was not useful for you!

Let us improve this page!

Provided by the