Talk:Enamine

I removed "An enamine is a cousin of an enone with nitrogen replacing the carbonyl group." That's not really the best analogy structurally. Olin

This ought to be included in the table of functional groups. —Preceding unsigned comment added by Rwiser (talk • contribs) 05:49, 25 September 2007 (UTC)

The intermediate in the enamine acylation should be drawn with the same orientation as the enamine. As of now, this is confusing. Pgpotvin (talk) 23:02, 23 June 2015 (UTC)

The intermediate enamine, not only has confusing orientation, but seems to be incorrect. After drawing the mechanism multiple times it looks to have an extra carbon, can someone double check this? (the 3 carbon link should give a 7 membered ring) — Preceding unsigned comment added by Mja2468 (talk • contribs) 22:46, 19 October 2015 (UTC)

Needs expert

Some aspects that an expert might expand upon or revise:

• formation of enamines. The supporting references are historic (some editor showing off their knowledge vs trying help readers). I will look for refs in Organic Syntheses and March.
• For the novice, the fact that primary amines don't typically give enamines might be explained. One possible insight would be an equilibrium between imines and the (secondary) enamine. Despite their being rarely observed, such "secondary" (?) enamines are important intermediates in aldolases. Perhaps more biochemical info is warranted.
• The use of TiCl4 to suppress self condensation seems contrived way of inserting a ref.
• The Robinson annulation section also seems contrived.

--Smokefoot (talk) 11:32, 30 September 2025 (UTC)