Issue WFCORE-5065 introduced the DeploymentTransformer to change the deployment during the operation "add".

The Wildfly Application Server uses this mechanism to perform the JavaEE -> JakartaEE transformation.

When the deployment is updated by the deployment scanner by dropping in a new WAR to the deployment directory, the server will do a "full-replace-deployment" operation and the deployment of the application fails. No deployment transformation is invoked as it is only implemented for the "add" operation.

If the deployed application is undeployed and then the new WAR is added to the deployment directory, everythings works as expected, because the server uses the "add" operation.