Replication in Artifactory is dependent on the async thread that issues the remote file list request.
This request's connection (and handling) is kept throughout the process.
If the file list request fails - the replication fails.
Since replications are can take prolonged time to complete, especially if it's the first time a replication is made and/or it includes large files, having this API's dependency should either be improved or replaced with an alternative method.
Tomcat changes, and dependency on intermediate network elements, add to the fragility of the file list request and rendering it more be prone to failures.