206271-34-3Relevant articles and documents
Rhodium-catalysed hydroformylation of N-(2-propenyl)-β-lactams as a key step in the synthesis of functionalised N-[4-(2-oxoazetidin-1-yl)but-1-enyl] acetamides
Dekeukeleire, Stijn,D'Hooghe, Matthias,Mueller, Christian,Vogt, Dieter,De Kimpe, Norbert
, p. 1079 - 1083 (2010)
Biologically relevant functionalised N-[4-(2-oxoazetidin-1-yl)-but-1-enyl] acetamides have been prepared in a two-step approach starting from N-(2-propenyl)-β-lactams, involving initial rhodium-catalysed hydroformylation followed by subjection of the obta
Multicomponent, Mannich-type assembly process for generating novel, biologically-active 2-arylpiperidines and derivatives
Hardy, Simon,Martin, Stephen F.
, p. 7142 - 7157 (2017/09/12)
A multicomponent, Mannich-type assembly process commencing with commercially available bromobenzaldehydes was sequenced with [3+2] dipolar cycloaddition reactions involving nitrones and azomethine ylides to generate collections of fused, bicyclic scaffolds based on the 2-arylpiperidine subunit. Use of the 4-pentenoyl group, which served both as an activator in the Mannich-type reaction and a readily-cleaved amine protecting group, allowed sub-libraries to be prepared through piperidine N-functionalization and cross-coupling of the aryl bromide. A number of these derivatives displayed biological activities that had not previously been associated with this substructure. Methods were also developed that allowed rapid conversion of these scaffolds to novel, polycyclic dihydroquinazolin-2-ones, 2-imino-1,3-benzothiazinanes, dihydroisoquinolin-3-ones, and bridged tetrahydroquinolines.
Facile and unified approach to skeletally diverse, privileged scaffolds
Sahn, James J.,Su, Justin Y.,Martin, Stephen F.
supporting information; experimental part, p. 2590 - 2593 (2011/07/08)
A novel strategy has been developed to generate a diverse array of privileged scaffolds from readily available tetrahydropyridine precursors that may be prepared by a multicomponent assembly process followed by a ring-closing metathesis. The functionality embedded in these key intermediates enables their facile elaboration into more complex structures of biological relevance by a variety of ring-forming processes and refunctionalizations.
