General and Cost-Effective Synthesis of 1-Heteroaryl/Arylcycloalkylamines and Their Broad Applications.

Abstract A general and cost-effective route has been developed to synthesize 1-heteroarylsubstituted cycloalkylamines from readily available heteroarylacetate in good yields. This synthesis features a LHMDS promoted cyclization and one-pot hydrolysis/Curtius rearrangement. This route can be easily carried out on multi-gram scale and be also used to prepare 1-arylsubstituted cycloalkyl/cycloheteroalkylamines. 1-Heteroaryl/arylsubstituted cycloalkyl/cycloheteroalkylamines are versatile building blocks and their applications in organic and medicinal chemistry have been demonstrated in the synthesis of morpholine and N -methylpiperazine analogues and a known Rho kinase inhibitor compound 9 .