Chiral Nonracemic Isocyanides

Metal-mediated post-Ugi transformations for the construction of diverse heterocyclic scaffolds

“…1) and many of them have been covered elegantly in several reviews. [4][5][6][7] However, none of the earlier reviews has focused specifically on metal-catalyzed post-Ugi transformations directed towards the synthesis of diverse heterocyclic scaffolds. Moreover, since the last decade, a considerable number of reports dealing with this topic have been published.…”

Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones

“…We anticipated that the resulting adducts 7 would readily produce 2-quinolones 8 bearing a branched substituent on the nitrogen atom through an intramolecular gold-catalyzed alkyne hydroarylation reaction ( Scheme 2 ). It should be noted, that heterocyclic syntheses through post-Ugi transformations have been under extensive exploration for the last two decades [ 47 – 49 ], especially in terms of gold-catalyzed Friedel–Crafts-type cyclizations involving attack of electron-rich arenes on the triple bonds, leading to the formation of a great number of fused [ 50 – 53 ] and spirocyclic structures [ 54 – 59 ]. In addition, Ugi adducts have already been successfully utilized for the diversity-oriented synthesis of 2-quinolones using either intramolecular Heck reaction [ 60 ] or Knoevenagel condensation [ 61 – 62 ].…”

Tandem Ugi MCR/Mitsunobu Cyclization as a Short, Protecting‐Group‐Free Route to Benzoxazinones with Four Diversity Points

“…[4][5][6] The most fruitful strategy directed towards this goal is probably represented by the combination of the Ugi reaction with postcondensation transformations. [7][8][9][10] Our group has been quite active in recent years in implementing this general strategy by coupling the Ugi reaction with metathesis processes, [11][12][13] other organometal-catalysed reactions, [14,15] acyl nucleophilic substitutions [16] and, last but not least, intramolecular or intermolecular aliphatic nucleophilic substitutions. [15,16] In particular, the introduction of an alcohol moiety and a suitable nucleophile (phenol, sulfonamide) into two of the four components of the U-MCR allows a post-condensation Mitsunobu [17] or Mitsunobu-like [18] cyclization, which can lead to a variety of oxaza or diaza heterocycles.…”