Tandem aza-Michael additions under high pressure: a shortcut to the azanorbornyl skeleton

Multichannel Reaction of α‐Bromo­enones with 1,2‐Diamines: Synthesis of 1,4‐Diazabicyclo[4.1.0]hept‐4‐enes by Reaction with N‐Unsubstituted 1,2‐Diamines

“…The presence of the CF 3 group stabilizes these compounds 16. The isolation of 12 confirms that the reactions of enones 1 with diamines bearing primary amino groups follow the classical sequence, including aza‐Michael addition, intramolecular nucleophilic substitution, and attack of the second NH 2 group of the diamine onto the carbonyl group 5a,17,18…”

Direct Access to Cumbersome Aminated Quaternary Centers by Hyperbaric Aza‐Michael Additions

“…More positive results were obtained with cyclic substrates such as cycloalkylidenic esters 8 (Table 4). 11b–11e Hyperbaric addition was found to be superior to thermal addition (Table 4, Entry 1 vs. 2). However, migration of the double bond of 8 to afford the deconjugated esters 9c and 10b or amide 10c interfered with the desired aza‐Michael addition (Table 4, Entries 3–6).…”

Regioselectivity of the Conjugate Addition of Amines to Dissymmetrical Pull‐Pull Alkenes

“…In fact, it is one of the simplest and most efficient strategies to prepare β ‐amino acids and their derivatives from readily available starting materials. Moreover, aza‐Michael reaction can initiate a transformation cascade to afford complex heterocyclic molecules in one single step (the so‐called aza‐Michael‐Initiated Ring Closure (aza‐MIRC) methodology) [1b–d,3,4] …”