ChemInform Abstract: Novel One‐Pot Synthesis of 2‐Amino‐4‐chloroquinolines via Smiles Rearrangement.

Abstract

Novel One-Pot Synthesis of 2-Amino-4-chloroquinolines via Smiles Rearrangement. -The alkylation reaction of 4-chloro-1H-quinolin-2-ones with chloroacetamide is controlled by the substituent present in the benzene ring. The O-alkylated products (V) readily undergo Smiles rearrangement to yield 2-aminoquinolines. The Smiles rearrangement is extended to N-substituted derivatives such as (X). -(KUMAR, D. K.; RAJENDRAN*, S. P.; Tetrahedron Lett. 53 (2012) 26, 3230-3232, http://dx.