ChemInform Abstract: Direct Construction of the 9H‐Pyrrolo[1,2‐a]azepin‐9‐amine Skeleton via [4 + 3] Annulation of Alkyl 2‐Aroyl‐1‐chlorocyclopropanecarboxylates.

Abstract

Direct Construction of the 9H-Pyrrolo[1,2-a]azepin-9-amine Skeleton via [4 + 3] Annulation of Alkyl 2-Aroyl-1-chlorocyclopropanecarboxylates. -A series of pyrrolo[1,2-a]azepin-9-amines (28 examples) is readily prepared by [4 + 3] annulation of pyrrole imines with chlorocyclopropanes (II). Indole imine (VI) reacts analogously to afford tricyclic adduct (VII). -(HU, J.; LIU, Y.; GONG*, Y.; Adv. Synth. Catal. 357 (2015) 13, 2781-2787, http://dx.

Desymmetrization of Cyclopropenes via the Potassium-Templated Diastereoselective 7-exo-trig Cycloaddition of Tethered Amino Alcohols toward Enantiopure Cyclopropane-Fused Oxazepanones with Antimycobacterial Activity

“…Advances in base-assisted additions of heteroatom-based nucleophiles to cyclopropenes made available novel stereo-defined cyclopropyl scaffolds, 1 possessing oxygen, 2 nitrogen, 3 sulfur, 4 or halogen 5 entities, that complement transition-metal-catalyzed cyclopropanation methodologies. 6,7 Both intermolecular (Scheme 1, eq 1) and intramolecular (Scheme 1, eq 2) addition of tethered nucleophiles, employing carbon- 8 or oxygen-based species, has been reported. 9,10 In all these studies achiral tethered nucleophilic entities were used for cyclizations affording racemic products.…”